ORIGINAL_ARTICLE
Solvent-Free Acylation of Alcohols, Phenols, Thiols and Amines
The hazardous and toxic nature of many solvents, in particular organic solvents that are extensively used in large scale for organic reactions have transformed a serious threat to the environment. Therefore, the design of solvent-free catalytic reaction has received considerable attention during recent times in the field of green synthesis. A solvent-free or solid state reaction may be accomplished using the reactants single or merge them in clays, zeolites, silica, alumina or other substrates. Esters, thioesters and amides are important and valuable compounds in the area of industry, medicine, pharmaceutical and heterocyclic chemistry. In this paper, various solvent-free systems to synthesize esters, thioesters and amides via the acylation of alcohols, phenols, thiols and amines are described. In this review we summarized the activities presented mainly the recent years.
https://www.jmchemsci.com/article_68638_1e9587523339a102f3a3d35f480d7847.pdf
2019-01-01
1
8
10.26655/jmchemsci.2019.6.1
Solvent-free
Acylation
Alcohols
Phenols
Thiols
Amines
Mosstafa
Kazemi
mosstafakazemi@gmail.com
1
Department of Chemistry, Payame Noor University, Tehran, P.O. Box 19395-4697, Iran
LEAD_AUTHOR
Alberto
Sanchez-Mendoza
albertosanchezm@yahoo.com
2
Faculty of Chemical Sciences, Complutense University of Madrid, Spain
AUTHOR
Massoud
Ghobadi
massoud.ghobadi@gmail.com
3
Department of Chemistry, Faculty of Basic Sciences, Ilam University, P.O. Box 69315-516, Ilam, Iran
AUTHOR
1. D.J.C .Constable, C. Jimenez-Gonzalez, R.K, Henderson, Org. Process Res. 2007, 11, 133.
1
2. N.V. Plechkova, K.R. Seddon, Chem. Soc. Rev. 2008, 37, 123.
2
3. Y. Zhang, B.R. Bakshi, E.S. Demessie, Environ. Sci. Technol. 2008, 42, 1724.
3
4. M. Poliakoff, P. Licence, Green chem. 2007, 450, 810.
4
5. Y. Gu, J.F. Erome, Green Chem. 2010, 12, 1127.
5
6. T.W. Greene, P.G.M. Wuts, Protective Groups in Organic Synthesis, 3 nd Edition, John Wiley and Son Inc, NewYork, 1999, 150.
6
7. X.L. Sun, T. Kai, H. Takayanagi, K. Furuhata, Synlett. 1999, 9, 1399.
7
8. J.S. Yadav, A.V. Narsaiah, A.K. Basak, G.P. Roud, D. Sreenu, K. Nagaiah, J. Mol. Catal. A Chem. 2006, 255, 78.
8
9. S.S. Rana, J.J. Barlow, K.L. Matta, Tetrahedron Leters. 1981, 22, 5007.
9
10. F.R. Van-Heerden, J.J. Huyser, D. Bradley, G. Williams, C.W. Holzapfel, Tetrahedron Lett. 1998, 39, 5281.
10
11. M. Sandberg, L.K. Sydnes, Tetrahedron Lett. 1998, 39, 6361.
11
12. B.M. Trost, C.B. Lee, J. Am. Chem. Soc. 2001, 123, 3687.
12
13. A.P Abbott, T.J. Bell, S. Handa, B. Stoddart, Green Chem. 2005, 705.
13
14. M. Adinolfi, G. Barone, A. Iadonisi, M. Schiattarella, Tetrahedron Lett. 2003, 44, 4661.
14
15. J. Iqbal, R.J. Srivastava, Org. Chem. 1992, 57, 2001.
15
16. S. Ahmed, J. Iqbal, Tetrahedron Lett. 1996, 27, 3791.
16
17. P. Saravanan, V.K. Singh, Tetrahedron Lett. 1999, 40, 2611.
17
18. K.L. Chandra, P. Saravanan, R.K. Singh, V.K. Singh, Tetrahedron. 2002, 58, 1369.
18
19. A. Temperini, D. Annesi, T. Lorenzo, M. Tiecco, Tetrahedron Lett. 2010, 51, 5368.
19
20. S.K. De, Tetrahedron Lett. 2004, 45, 2919.
20
21. A. Orita, C. Tanahashi, A. Kakuda, J. Otera, Angew Chem Int Ed. 2000, 39, 2877.
21
22. A. Orita, C. Tanahashi, A. Kakuda, J. Otera, J. Org. Chem. 2001, 66, 8926.
22
23. G. Cravotto, P. Cintas, Chem. Soc. Rev. 2006, 35, 180.
23
24. A. Duarte, W. Cunico, C.M.P. Pereira, A.F.C. Flores, R.A. Freitag, Ultrasonics Sonochem. 2010, 17, 281.
24
25. S.A. Forsyth, D.R. Mac-Farlane, R.J. Thompson, M.V. Itzstein, Chem Commun. 2002, 714.
25
26. S.T.A. Shah, K.M. Khan, H. Hussain, M.U. Anwar, M. Fecker, Tetrahedron. 2005, 61, 6652.
26
27. S.T.A. Shah, K.M. Khan, A.M. Heinrich, W. Voelter, Tetrahedron Lett. 2002, 43, 8281.
27
28. B. Karimi, H. Seradj, Synlett. 2001, 519.
28
29. N. Narender, P. Srinivasu, S.J. Kulkarni, K.V. Raghavan, Synth Commun. 2000, 30, 1887.
29
30. P. Kumar, R.K. Pandey, M.S. Bodas, M.K. Dongare, Synlett. 2001, 206.
30
31. W. Dan, H. Deng, J. Chen, M. Liu, J. Ding, H. Wu, Tetrahedron. 2010, 66, 7384.
31
32. M. Hatano, Y. Furuya, T. Shimmura, K. Moriyama, S. Kamiya, T. Maki, K. Ishihara, Org. Lett. 2011, 13, 426.
32
33. N. Iranpoor, H. Firouzabadi, E. Etemadi-Davan, Tetrahedron Lett. 2013, 54, 1813.
33
34. M. Kazemi, M. Soleiman-Beigi, Organic Chem Curr Res. 2013, 2, 1.
34
35. M. Kazemi, H. Kohzadi, Z. Noori, Iran Chem Commun. 2014, 2, 39.
35
36. Y. J. Marcus, Chem. Soc. 1994, 2, 1751.
36
37. J.I. Garcia, H. Garcia-Marın, J.A. Mayoral, P. Erez, Green Chem. 2010, 12, 426.
37
38. R. Gani, C. Jimenez-Gonzalez, D.J.C. Constable, Comput. Chem. Eng. 2005, 29, 1661.
38
39. R.K. Henderson, C. Jimenez-Gonzalez, D.J.C. Constable, Green. Chem. 2011, 13, 854.
39
40. Y.W. Dong, G.W. Wang, L. Wang. Tetrahedron. 2008, 64, 10148.
40
41. H.M. Marvaniya, K.N. Modi, D.J. Sen, Int. J. Drug Dev. Res. 2011, 3, 42.
41
42. G. Nagendrappa, Resonance. 2002, 7, 59.
42
43. G. Nagendrappa, Resonance. 2002, 7, 64.
43
44. A. Baron, J. Martinez, F. Lamaty, Tetrahedron Lett. 2010, 51, 6246.
44
45. J.G. Hernandez, E. Juaristi, J. Org. Chem. 2011, 76, 1464.
45
46. G. Guillena, M.d.C. Hita, C.Najera, S.F. Viozquez, Tetrahedron: Asymmetry. 2007, 18, 2300.
46
47. M.P. Bhaskar, D. Loganthan, Ind. J. Chem. 2004, 43, 892.
47
48. A.T. Khan, H.L. Choudhury, S. Ghosh, Eur. J. Org. Chem. 2005, 2782.
48
49. R. Ghosh, S. Maiti, A. Chakraborty, Tetrahedron Lett. 2005, 46, 147.
49
50. M. Hosseini-Sarvari, H. Sharghi, Tetrahedron. 2005, 61, 10903.
50
51. F.M. Moghaddam, H. Saeidian, Mate. Sci. Engin. 2007, 139, 265.
51
52. F. Tammaddon, M.A. Amrollahi, L. Sharafat, Tetrahedron Lette. 2005, 46, 7841.
52
53. B.P. Bandgar P.E. More, V.T. Kamble, S.S. Sawant, Australian J. Chem. 2009, 61, 1006.
53
54. A.T. Khan, S. Islam, A. Majee, T. Chattopadhyay, S. Ghosha, J. Mol. Catal. A Chem. 2005, 239, 158.
54
55. K. Jeyakumar, D.K. Chand, J. Mol. Catal. A Chem, 2006, 255, 275.
55
56. K. Jeeva Ratnama, R. Sudarshan Reddy, N.S. Sekhar, M. Lakshmi Kantama, F. Figueras, J. Mol. Catal. A Chem. 2007, 276, 230.
56
57. A. Sakakura, K. Kawajiri, T. Ohkubo, Y. Kosugi, K. Ishihara, J. Am. Chem. Soc. 2007, 129, 14775.
57
58. L. Zhang, Y. Luo, R. Fan, J. Wu, Green Chem. 2007, 9, 1022.
58
59. S. Rajesh Gulhane, K. Asit, J. Mol. Catal. A Chem. 2007, 264, 208.
59
60. S.T. Kadam, S.S. Kim, Synthesis. 2008, 267.
60
61. G. Meshram, V.D. Patil, Synth. Commun. 2009, 24, 4384.
61
62. G. Meshram, V.D. Patil, Synth. Commun. 2009, 14, 2516.
62
63. A.K. Chakraborti, R. Gulhane, Tetrahedron Lett. 2003, 44, 6749.
63
64. S. Farhadi, M. Zaidi, J. Mol. Catal. A Chem. 2009, 299, 18.
64
65. R. Qiu, Y. Zhu, X. Xu, Y. Li, L. Shao, X. Ren, X. Cai, D.
65
An, Y, Shuangfeng. Catal. Commun. 2009, 10, 1889.
66
66. S.T. Kadam, H. Lee, S.S. Kim, Bull. Korean Chem. Soc. 2009, 30, 1071.
67
67. M.A. Pasha, M.B. Madhusudana Reddy, K. Manjula, Eur. J. Chem. 2010, 1,1385.
68
68. R. Qiu, G. Zhang, X. Ren, X. Xu, R. Yang, S. Luo, S. Yin, J. Organomet. Chem. 2010, 695, 1182.
69
69. R. Das, D. Chakraborty, Synthesis. 2011, 10, 1621.
70
70. A.R. Shafeek, M. Suleman, Y. Inamdar Mohsinkhan, S. Pathan Santosh, Open Journal of Synthesis Theory and Applications. 2012, 1, 31.
71
71. A. Mirzaie, J. Med. Chem. Sci. 2019, 1, 5.
72
72. K. Swapna, S.N. Murthy, Y.V.D. Nageswar, Eur. J. Org. Chem. 2011, 1940.
73
73. M. Gholinejad, B. Karimi, F. Mansouri, J. Mol. Catal. A Chem. 2014, 386, 20.
74
74. A. Sajjadi, S.M. Moosavi, J. Med. Chem. Sci. 2019, 1, 9.
75
75. F. Matloubi Moghaddama, M. Doulabi, H. Saeidian, Scientia Iranica. 2012, 19, 1597.
76
76. G.Li, G. Zhao, Synth. Commun., 2012, 43, 34-43.
77
77. R. K. Sodhi, V.Kumar, S. Paul, Open Catal. J. 2013, 6, 1.
78
78. M.M. Mojtahedi, S. Samadian, J. Chem. 2013, 1.
79
79. M. Esmaeilpour, A.R. Sardarian, Iranian. J. Sci. Technol. 2014, 38, 175.
80
80. S.K. Prajapti, A. Nagarsenkar, B. Nagendra Babu, Tetrahedron Lett. 2014, 55, 1784.
81
81. N. Ghaffari Khaligh, P. Ghods Ghasem‐Abadi, Chin. J. Catal. 2014, 35, 1126.
82
82. Z. Chemat-Djenni, B. Hamada, F. Chemat, Molecules. 2007, 12, 1399.
83
83. A. Kappe, Angew. Chem. 2013, 52, 1088.
84
84. B.P. Bandgar, S.P. Kasture, V.T. Kamble, 2001, 31, 2255.
85
85. U.V.Mallavadhani, L. Sahoo, S. Roy, Indian. J .Chem. 2004, 43, 2175.
86
86. V. Constantinou-Kokotou, A. Peristeraki, Synth. Commun. 2004, 22, 4227.
87
87. K.V.V. Krishna Mohan, N. Narender, S. Kulkarni, J.Green Chem. 2006, 8, 368.
88
88. J. Li, L. Zhang, F. Peng, J. Bian, T. Yuan, F. Xu, R. Sun, Molecules. 2009, 14, 3551.-3566.
89
89. M. Mazaheritehrani, J.R. Asghari, L. Orimi, S. Pahlavan, Asian J. Chem. 2010, 22, 2554.
90
ORIGINAL_ARTICLE
Scope of Nanotechnology in Cosmetics: Dermatology and Skin Care Products
Women and men have been wearing cosmetics for centuries, although the styles have certainly undergone some dramatic changes over time. Cosmetics is a very vast field which has served humanity throughout the course of history.In old age, it was believed that there is no chemical product in the world that can be at all-natural. Industrialization has revolutionized the field.So, then nanotechnology is evolved and cosmetics become environmentally friendly. Different nanomaterial liposomes, solid lipid Nanoparticle, cubosomes, dendrimers etc. have advance properties for skin care. Nano emulsion is the most important part in this regard. They are widely used in gel, lotion, creams emulsions is replaced with vitamin A and its derivative for more efficient work. Sunscreen with inorganic material such as metal TiO2 and ZnO2 is better in skin care products. In this short review, some nanotechnology scope in cosmetics, in terms of dermatology and skin care products, has been significantly particularized.
https://www.jmchemsci.com/article_68859_eea7053f5914c4e3f29aee91c77fdbc6.pdf
2019-01-01
9
16
10.26655/jmchemsci.2019.6.2
Cosmeceuticals
Dermatology
Nano emulsions
Skin Care Products
Awais
Hameed
awaishameed767@gmail.com
1
Department of Chemistry, University of Education, Lahore-Vehari Campus, VEHARI, Punjab, Pakistan
AUTHOR
Gull Rida
Fatima
fatimagullride@gmail.com
2
Department of Chemistry, University of Education, Lahore-Vehari Campus, VEHARI, Punjab, Pakistan
AUTHOR
Kainat
Malik
km78043@gmail.com
3
Department of Chemistry, University of Education, Lahore-Vehari Campus, VEHARI, Punjab, Pakistan
AUTHOR
Ayesha
Muqadas
ayeshachawla5@gmail.com
4
Department of Chemistry, University of Education, Lahore-Vehari Campus, VEHARI, Punjab, Pakistan
AUTHOR
M.
Fazal-ur-Rehman
fazalurrehman517@gmail.com
5
Department of Chemistry, Faculty of Science & Technology, University of Education, Lahore-Vehari Campus, Vehari-61100, Punjab, Pakistan
LEAD_AUTHOR
1. S.V.A. Garg, P.K. Sharma, N. Kumar, Der Pharmacia Sinica, 2011, 2, 17.
1
2. M.J. Abla, N.D. Singh, A.K. Banga, Percutaneous Penetration Enhancers Chemical Methods in Penetration Enhancement, 2016, 1.
2
3. N.A. AlHaj, R. Abdullah, S. Ibrahim, A. Bustamam, Am. J. Pharm. Toxicol. 2008, 3 219.
3
4. V. Andonova, D. Penkov, P. Katsarov, P. Peneva, M. Kassarova, Sci. Technol. Med. 2013, 3, 41.
4
5. T. Arif, N. Nisa, S.S. Amin, S. Shoib, R. Mushtaq, M.R. Shawl, J Nanomedine Biotherapeutic Discov. 2015, 5, 1.
5
6. E. Bombardelli, A. Cristoni, P. Morazzoni, Fitoterapia. 1994, 65, 387.
6
7. A. Cayuela, M.L. Soriano, M. Valcárcel, Analytica chimica acta. 2015, 872, 70.
7
8. M.D Gianeti, T.A.L. Wagemaker, V.C. Seixas, P. Campos, Current Nanoscience. 2012, 8, 526.
8
9. N. Dayan, E. Touitou, Biomaterials. 2000, 21, 1879.
9
10. A. Demming, Nanotechnology. 2011, 22, 260201.
10
11. S.A. Lohani, A. Verma, H. Joshi, N. Yadav, N. Karki, Int Sch Res Notices. 2014, 2014, 1.
11
12. N. Garti, I. Amar‐Yuli, D. Libster, A. Aserin, Highlights in Colloid Science. 2009, 279.
12
13. S. Gorai, The Beats of Natural Sciences. 2014, 1, 1.
13
14. Y. Hao, F. Zhao, N. Li, Y. Yang, K. Li, Int J pharm. 2002, 244,73.
14
15. V. Jigar, G. Vishal, G. Tejas, C. Vishal, U. Umesh, Int J PharmTech Res., 2011, 3,1714.
15
16. J.H. Johnston, K.A. Burridge, F.M. Kelly, A.C. Small, Advanced Materials, CNTs, Particles, Films and Composites, 2010, 1, 792.
16
17. J.H. Johnston, T. Nilsson, J. Mater. Sci. 2012, 47, 1103.
17
18. I.P. Kaur, V. Kakkar, P.K.Deol, M. Yadav, M. Singh, I. Sharma, J Controlled Release, 2014, 193, 51.
18
19. I.C. Külkamp‐Guerreiro, S.J. Berlitz, R.V. Contri, L.R. Alves, E.G. Henrique, V.R.M. Barreiros, S.S. Guterres, Int J. Cosmetic Sci. 2013, 35, 105.
19
20. M. Latham, In Pursuit of Nanoethics. 2014, 61.
20
21. J. Maignan, S. Genard, ' Use of hyperbranched polymers and dendrimers comprising a particular group as film-forming agent, film-forming compositions comprising same and use
21
particularly in cosmetics and pharmaceutics. US6432423B1, 13 Agust, 2018.
22
22. L. Montenegro, J Pharm Pharmacognosy Res. 2014, 2,73.
23
23. J. Moore, J Bioethical Inquiry. 2012, 9, 185.
24
24. S. Mukherjee, S. Ray, R.S. Thakur, Indian J Pharm Sci. 2009, 71, 349.
25
25. I. Nallamuthu, A. Parthasarathi, F. Khanum, Int. Curr. Pharm. J. 2013, 2, 202.
26
26. G. Niculae, I. Lacatusu, N. Badea, R. Stan, B.S. Vasile, A. Meghea, Photochem Photobiol Sci. 2014, 13, 703.
27
27. G.J. Nohynek, J Applied Cosmetology. 2011, 29, 17.
28
28. G.J. Nohynek, E. Antignac, T. Re, H. Toutain, Toxicol. Applied Pharmacol. 2010, 243, 239.
29
29. G.J. Nohynek, J. Lademann, C. Ribaud, M.S. Crit Rev Toxicol, 2007, 37, 251.
30
30. G. Oberdörster, E. Oberdörster, J. Oberdörster, Environ. Health Perspect. 2005, 113, 823.
31
31. S. Özgün, Anadolu Univ. 2013, 1, 3-11.
32
32. C. Palmberg, J Technol Transfer. 2008, 33, 631.
33
33. A. Patel, P. Prajapati, R. Boghra, Asian J Pharm Clin Res. 2011, 1, 40.
34
34. S. Raj, S. Jose, U.S. Sumod, M. Sabitha, J Pharm Bioallied Sci. 2012, 4, 186.
35
35. J. Patel, K. Garala, B. Basu, M. Raval, A. Dharamsi, Int J Pharm Invest. 2011, 1, 135.
36
36. S. Patwekar, S. Gattani, R. Giri, A. Bade, B. Sangewar, V. Raut, World J Pharm Pharm Sci. 2014, 3, 1407.
37
37. J. Rajesh, S.M. Lakshmi, K. Thamizhvanan, T. Viswasanthi, J. Glob. Trends Pharm. 2014, 5, 2093.
38
38. S. Saraf, G. Jeswani, C.D. Kaur, S. Saraf, Afr. J. Pharm. Pharmacol. 2001, 5, 1054.
39
39. H. Schreier, J. Bouwstra, J. Control. Release. 1994, 30, 1.
40
40. S. Sharma, K. Sarangdevot, IJARPB. 2012, 1, 408.
41
41. A. Patil, R.W. Sandewicz, ACS Symposium Series. 2013, 1148, 13.
42
42. O. Sonneville-Aubrun, J-T. Simonnet, F. Lalloret, Adv. Colloid Interface Sci. 2004, 108, 145.
43
43. B. Vora, A.J. Khopade, N.K. Jain, J. Control. Release. 1998, 54, 149.
44
44. J. Wang, Z. Li, Y. Yang, Analytical Lett. 2016, 49, 1795.
45
45. S.A. Wissing, R.H. Müller, Int J Pharm. 2003, 254, 65.
46
46. N. Wu, M. Yang, U. Gaur, H. Xu, Y. Yao, D. Li, Biomol Ther. 2016, 24, 1.
47
47. P. Yadav, G. Soni, A. Mahor, S. Alok, P.P. Singh, A. Verma, Int J Pharm Sci Res. 2014, 5, 1152.
48
48. E.A. Yapra, O. Inal, J. Fac. Pharm. Istanbul Univ. 2012, 42, 43.
49
49. L. Zhang, F.X. Gu, J.M. Chan, A.Z. Wang, R.S. Langer, O.C. Farokhzad, Clin Pharmacol Ther. 2008, 83, 761.
50
50. Z. Zhou, Pharmaceutics. 2013, 5, 525.
51
ORIGINAL_ARTICLE
Anomalous reactivity of benzopinacolone towards 4-phenylthiosemicarbazide, a nucleophile endowed with alpha-effect
In a medicinal chemistry-driven drug discovery program aimed at synthesizing new topically-acting trypanocidal chemotherapeutic agents to treat the African trypanosomiasis, our research group became interested in new chemical entities bearing in their center a thiohydrazide (C=S) NHNH or thiosemicarbazide NH(C=S) NHNH central template flanked on both sides by lipophilic aryl moieties. In this context, benzopinacolone was found to react as a rather unusual acylating agent via a mechanism (addition/elimination) involving addition of the nucleophile (a thiosemicarbazide derivative), formation of a resulting tetrahedral adduct, and expulsion of a trityl anion moiety as leaving group, presumably through an anchimeric assistance effect by intram-olecular participation of the thioureido side-chain via hydrogen bond formation. The present incidental discovery should be considered at this level as a first inception and further work is now being directed at closely examining the detailed mechanism of this exceptional chemical pathway; in a reaction involving the unusual breaking of a carbon-carbon bond (carbon acid as leaving group) in the rate-determining step and involving the decomposition of the intermediate tetrahedral adduct to get the final unexpected N-thiobenzoyl-thiosemicarbazide.
https://www.jmchemsci.com/article_69027_5639c2a37b9cf2b4101af076433bfb07.pdf
2019-01-01
17
20
10.26655/jmchemsci.2019.6.3
Benzopinacolone
Green chemistry
N-thiobenzoyl-thiosemicarbazide
Photochemistry
Trypanocidal chemotherapeutic
Urbain C.
Kassehin
urbain.kassehin@gmail.com
1
Medicinal Organic Chemistry Laboratory (MOCL), School of Pharmacy, Faculté des Sciences de la Santé, Universitéd'Abomey-Calavi, Campus du Champ de Foire, 01 BP 188, Cotonou, Bénin
LEAD_AUTHOR
Steeve A.
Adjibode
adjibodesteeve@gmail.com
2
Medicinal Organic Chemistry Laboratory (MOCL), School of Pharmacy, Faculté des Sciences de la Santé, Universitéd'Abomey-Calavi, Campus du Champ de Foire, 01 BP 188, Cotonou, Bénin
AUTHOR
Oscar
Bautista
oscar.bautista@uclouvain.be
3
Medicinal Chemistry (CMFA), Louvain Drug Research Institute, UCLouvain. 73, Av. E. Mounier B-1200 Brussels, Belgium, E.U.
AUTHOR
Fernand A.
Gbaguidi
ahokannou@yahoo.fr
4
Medicinal Organic Chemistry Laboratory (MOCL), School of Pharmacy, Faculté des Sciences de la Santé, Universitéd'Abomey-Calavi, Campus du Champ de Foire, 01 BP 188, Cotonou, Bénin
AUTHOR
Joëlle
Quetin- Leclercq
joelle.leclercq@uclouvain.be
5
Pharmacognosy Recherch Group (GNOS), Louvain Drug Research Institute, UCLouvain. 72, Bte B1.72.03, Av. E. Mounier B-1200 Brussels, Belgium, E.U.
AUTHOR
Christopher R.
McCurdy
cmccurdy@ufl.edu
6
Medicinal Chemistry, College of Pharmacy. Medical Science Building, P6-33, PO. Box 100485, University of Florida, Gainesville, FL 32610, USA
AUTHOR
Raphaël
Frédérick
raphael.frederick@uclouvain.be
7
Medicinal Chemistry (CMFA), Louvain Drug Research Institute, UCLouvain. 73, B1.73.10 Av. E. Mounier B-1200 Brussels, Belgium, E.U.
AUTHOR
Jacques H.
Poupaert
jhpbdn17@gmail.com
8
Medicinal Chemistry (CMFA), Louvain Drug Research Institute, UCLouvain. 73, B1.73.10 Av. E. Mounier B-1200 Brussels, Belgium, E.U.
AUTHOR
1. U.C. Kasséhin, F.A. Gbaguidi, C.N. Kapanda, C. McCurdy, J.H. Poupaert, Afr. J. Pure Appl. Chem. 2014, 8, 110.
1
2. U.C. Kasséhin, F.A. Gbaguidi, C.N. Kapanda, C. McCurdy, J.H. Poupaert, J. Chem. Pharm. Res. 2015, 7, 48.
2
3. D. Herschlag, W.P. Jencks, J. Am. Chem. Soc.1990, 112, 1951.
3
4. E. Bunce, I.H. Um, Angew. Chem. 2008, 120, 7633.
4
5. S. Umamatheswari, S. Kabilan, J. Enzyme. Inhib. Med. Chem. 2011, 26, 9.
5
6. S.N. Pandeya, P. Yogeeswari, D. Sriram, E. Clercq, C. Pannecouque, M. Witvrouw, Chemotherapy. 1999, 4, 6.
6
7. H.D. Houngue, B.S. Aguida, U.C. Kasséhin, J.H. Poupaert, F.A. Gbaguidi, MOJ. Biorg. Org. Chem. 2017, 1, 1.
7
8. J.P. Mallari, W.A. Guiguemde, R.K. Guy, Med. Chem. Lett. 2009, 19, 3546.
8
9. U.C. Kasséhin, F.A. Gbaguidi, C. McCurdy, J.H. Poupaert, J. Chem. Pharm. Res .2014, 6, 607.
9
10. J.M. Sayer, W.P. Jencks, J. Am. Chem. Soc.1969, 91, 6353.
10
11. P.J. Dunn, Chem. Soc. Rev. 2012, 41, 1452.
11
12. P.T. Anastas, J.C. Warner, Green Chemistry: Theory and Practice. Ed. New-york, Oxford University Press, 1998. 1-135.
12
13. P.T. Anastas, N. Eghbali, Chem. Soc. Rev. 2010, 39, 301.
13
14. P.T. Anastas, M.M. Kirchhoff, Acc. Chem. Res. 2002, 35, 686.
14
15. P.T. Anastas, Aldrichimica. 2015, 48, 3.
15
16. P.T. Anastas, R.L. Green Chem. 2000, 2, 289.
16
17. R.A. Sheldon, Chem. Soc. Rev. 2012, 41, 1437.
17
18. G.G. Wubbels, Acc. Chem. Res. 1983, 16, 285.
18
19. E. Cohen, Rec. Trav. Chim. 1920, 39, 243.
19
20. G. Ciamician, P. Silber, Chemische Lichtwirkungen. Ber. 1900, 33, 2911.
20
21. L.C. Potey, S.B. Kosalge, R.S. Sarode, Int. J. Pharm. Drug. Anal. 2014, 2, 55.
21
22. G. Dormán, H. Nakamura, A. Pulsipher, G.D. Prestwich, Chem. Rev. 2016, 116, 1528.
22
23. M. Migita, Bcsj. 1932, 7, 334.
23
24. G. Zhao, T. Jiang, H. Gao, B. Han, J. Huanga, D. Suna, Green Chem. 2004, 6, 75.
24
25. M. Gómez-Martínez, A. Baeza, D.A. Alonso, Chem. Cat. Chem. 2017, 9, 1032.
25
26. N. Drosos, E. Ozkal, B. Cacherat, W. Thiel, B. Morandi, Angew. Chem. 2017, 56, 13377.
26
27. J.R. Beadle, S.H. Korzeniowski, D.E. Rosenberg, B.J. Garcia-Slanga, G.W. Gokel, J. Org. Chem. 1984, 49, 1594.
27
28. U.C. Kasséhin, F.A. Gbaguidi, C.N. Kapanda, C. McCurdy, A.K. Bigot, J.H. Poupaert, Afr. J. Pure Appl. Chem. 2013, 7, 325.
28
ORIGINAL_ARTICLE
Polluted Water Borne Diseases: Symptoms, Causes, Treatment and Prevention
Polluted and dirty water is very harmful for living organisms especially for health of humans. It causes many serious health problems which can ultimately lead to death if not treated at early stages. Water borne diseases including cholera, Dracunculiasis, Typhoid fever, Diarrhea, Ulcers, Hepatitis, Arsenicosis, Respiratory Tract Infection, Kidney Damage, and Endocrine Damages are very risky for lives of individuals and especially for humans ultimately leading to death. These diseases are mainly due to drinking water problems because of presence of different harmful bacteria and germs which may cause these drugs. These diseases can be cured with proper medications and treatment courses. Along the treatment, there are different ways to prevent from these diseases. So, the lives of human beings can be protected from these water borne-disease. The water treatment can also be used so no one can drink or use dirty or untreated water and can be saved from these effects. So, in this article, causes of these diseases, factors increasing the risks, treatment and prevention ways are summarized briefly.
https://www.jmchemsci.com/article_75633_2bca963fdcfabb110d0feaf58b603481.pdf
2019-01-01
21
26
10.26655/jmchemsci.2019.6.4
Dirty Water
Water Born Diseases
Antibiotics
Painkillers
M.
Fazal-ur-Rehman
fazalurrehman517@gmail.com
1
Department of Chemistry, Faculty of Science & Technology, University of Education, Lahore-Vehari Campus, Vehari-61100, Punjab, Pakistan
LEAD_AUTHOR
1. E. Bertuzzo, L. Mari, Hydrology, water resources and the epidemiology of water-related diseases. 2017, Elsevier.
1
2. S.W. Lindsay, Bull. World Health Organ. 2017. 95, 607.
2
3. M. Ameer, World News. Natur. Sci, 2017, 9, 7.
3
4. S.A. Baba,, , Jammu and Kashmir. 2017, 5, 1133.
4
5. T. Li, Int J Hyg Environ Health. 2017. 220, 611.
5
6. K.M. Benedict, Morb Mortal Wkly Rep. 2017. 66, 1216.
6
7. G.F. Craun, Waterborne Diseases in the US. 2018: CRC Press.
7
8. C. Baker-Austin, Trends microbio. 2017. 25, 6.
8
9. J. Gargano, J water health. 2017, 15, 438.
9
10. K.. Heinrich, M. Bach, L. Breuer, J Water Res Protect. 2017, 9, 139.
10
11. D.R. Hopkins, Management, 2017. 500.
11
12. S.D. Bennett, PloS one, 2018. 13, e0193348.
12
13. C.B. Chastain, V.K. Ganjam, Clinical endocrinology of companion animals, Lea & Gebiger, 1986, 1 568.
13
14. D.C. Knottenbelt, R.R. Pascoe, Diseases and disorders of the horse, Wolfe Pub Co, 1994, 1-432.
14
15. M. Pirsaheb, Ann Trop Med Public Healt, 2017. 10, 1524.
15
16. M.A.C.S. Jayasumana, J Natur Res Sci. 2013, 30, 64.
16
17. S.K. Saxena, Introductory Chapter: Neglected Tropical Waterborne Infectious Diseases-Strategies for Mitigation, InTech, 2018, 3-12.
17
18. R. Turner, J New England Water Works Asso. 2018. 132, 83.
18
19. O.A. Mokuolu, D. Adu, A.S. Aremu, SMU Med. J. 2017, 4, 8.
19
20. E.R. Kabir, M.S. Rahman, I. Rahman, Environ Toxicol Pharm, 2015. 40, 41.
20
ORIGINAL_ARTICLE
Ultrasound assisted synthesis of N-aryl indole under multi-site phase-transfer catalyst: A kinetic study
The ultrasound assisted preparation of 1-benzyl-1-indole (arylation) from the reaction of benzyl chloride (BC) and indole was carried out successfully using solid sodium hydroxide and catalyzed by multi-site phase-transfer catalyst (MPTC) viz., 1,4-benzyl-1,4-diazoniab-icyclo[2.2.2]octanium dichloride in a solid–liquid reaction condition (SL-PTC). Water was introduced in a trace quantity to the reaction system to avoid a serious hydration of active intermediate. The potentiality of the multi–site phase-transfer catalyst was demonstrated by following the kinetics arylation of indole under pseudo–first order conditions by employing aqueous sodium hydroxide and indole in excess. The reaction was monitored by gas Chromatography. The synthesized MPTC and 1-benzyl-1-indole were characterized by 1H NMR and 13C NMR. The reaction is greatly enhanced in the solid–liquid system, catalyzed by multi-site quaternary ammonium salt (MPTC) and ultrasound irradiation (28 kHz, 300W) in a batch reactor.
https://www.jmchemsci.com/article_74167_0eba3e1bffc4541061cf91ec5ee1ee34.pdf
2019-01-01
27
34
10.26655/jmchemsci.2019.6.5
Ultrasound
Interfacial reactions
Indole
Kinetics
Benzyl chloride
Manickam
Sathiyaraj
manicsathya@gmail.com
1
Department of Chemistry, Pachaiyappa’s College Chennai, Tamil Nadu, India-600030
LEAD_AUTHOR
PERUMAL
VENKATESH
venkat_28@hotmail.com
2
Department of Chemistry, Pachaiyappa’s College Chennai, Tamil Nadu, India-600030
LEAD_AUTHOR
1. G.D. Yadav, Top. Catal. 2004, 29, 161.
1
2. C.M. Starks, C.L. Liotta, M. Halpern, Chapman & Hall, New York, 1994.
2
3. Z. Yang, H. Zhou, H. Ji, Tetrahedron. 2012, 68, 5919.
3
4. M. Shiri, M.A. Zolfifgol, Tetrahedro. 2009, 65, 598.
4
5. L. Mingqiang, J. Xigao, Bull. Chem. Soc. Jpn. 2005, 78, 1579.
5
6. N. Jose, S. Sengupta, J.K. Basu, J. Mol. Catal. A: Chem. 2009, 309, 158.
6
7. G. Jin, T. Ido, S. Goto Catal. Today. 2001, 64, 287.
7
8. P.A. Vivekanand, T. Balakrishnan, Catal. Commun. 2009, 10, 1371.
8
9. H.E. Ali, Catal. Commun. 2007, 8, 855.
9
10. E. Chiellini, R. Solaro, S.D. Antone, J. Org. Chem. 1980, 45, 4183.
10
11. K. Sankar, V. Rajendrany, Ultrason. Sonochem. 2012, 19, 1212.
11
12. Y.M. Yang, D.W. Lin, Catal. Commun. 2011, 14, 106.
12
13. C.J. Li, Tetrahedron, 1996, 52, 5668.
13
14. A. Loupy, A. Petit, J. Hamelin, F.T. Boullet, P. Jacquault, D. Mathe, Synthesis. 1998, 1234.
14
15. S. Lemoine, C. Thomazeau, D. Jonnard, S. Trombotto, G.
15
Descotes, A. Bouchu, Y. Queneau, Carbohydr. Res. 2000, 326,
16
16. F.A. Luzzio, W.J. Moore, J. Org. Chem. 1993, 58, 515.
17
17. J.L. Luche, Ultrason. Sonochem. 1997, 4, 215.
18
18. A. TuulmetsUltrason. Sonochem. 1997, 4, 193.
19
19. T.J. Mason, J.P. Lorimer, Ellis Horwood Ltd. 1988.
20
20. B.A. Omera, D. Barrowb, T. Wirth, Chem. Eng. J. 2008, 135S, S283.
21
21. J.T. Li, G.F. Chen, W.Z. Xu, T.S. Li, Ultrason. Sonochem. 2003, 10, 118.
22
22. T.J. Mason, Chem. Soc. Rev, 1997, 26, 451.
23
23. F. Alonso, I.P. Beletkaya, M. Yus, Tetrahedron. 2005, 61, 1835.
24
24. V. Polackova, M. Hutka, S. Toma, Ultrason. Sonochem. 2005, 12, 102
25
25. G. Cravotto, G. Palmisano, S. Tollari, G.M. Nano, A. Penoni, Ultrason. Sonochem. 2005, 12, 94.
26
26. C. Stavarache, A.M. Procsan, M. Vinatoru, T.J. Mason, Ultrason. Sonochem. 2003, 10, 53.
27
27. R. Cella, H.A. Stefani, Tetrahedron. 2006, 62, 5662.
28
28. M. Atobe, Y. Kado, R. Asami, T. Fuchigami, T. Nanoka, Ultrason. Sonochem. 2005, 12, 5.
29
29. K. Bougrin, M. Lamiri, M. Soufiaoui, Tetrahedron Lett. 1998, 39, 4458.
30
30. P.W. Cains, P.D. Martin, C.J. Price, Org Process Res. Dev. 1998, 2, 48.
31
31. M.L. Wang, V. Rajendran, J. Mol. Catal. A: Chem, 2006, 244, 243.
32
32. M.N. Masuno, D.M. Young, A.C. Hoepker, C.K. Skeeper, T.F. Molinski, J. Org. Chem. 2005, 70, 4165.
33
33. M.L. Wang, V. Rajendran, Ultrason. Sonochem. 2007, 14, 54.
34
34. S. Loganathan, V. Rajendran, Ultrason. Sonochem. 2013, 20, 308.
35
35. H. M.Yang, Y. C.Chen, J. Taiwan. Ins.t Chem. Eng. 2012, 43, 897.
36
36. V. G. Devulapelli, H. S. Weng, Catal. Commun. 2009, 10, 1638.
37
37. M. L. Wang, V. Rajendran, J Mol Catal A: Chem. 2006, 244, 237.
38
38. R. Patil, P. Bhoir, P. Deshpande , T. Wattamwar, M. Shirude, P. Chaskar, Ultrason Sonachem.2013, 20, 1327.
39
39. M. A. Margulis, High. Energ. Chem. 2004, 38, 135.
40
40. V. Selvaraj, V. Rajendran, Ultrason Sonochem. 2014, 21, 620.
41
41. V. Selvaraj, V. Rajendran, Ultrason Sonochem, 2014, 21, 612.
42
42. P. Kruus, R.C. Burk, M.H. Entezari, R. Otson, Ultrason Sonochem. 1997, 4, 229.
43
43. M.H. Entezari, A. Heshmati, A.S. Yazdi, Ultrason Sonochem. 2005, 12, 137.
44
44. M. L. Wang, V. Rajendran, J Mol Catal A: Chem. 2007, 273, 5.
45
45. Q. Zhao, J. Sun, J. Li, J. He, Catal commun. 2013, 36, 98.
46
ORIGINAL_ARTICLE
One-Pot synthesis of 2-amino-4H-chromenes using L-Prolineas a reusable catalyst
A new and efficient synthesis of2-amino-chromenes is achieved by one pot three-component reaction of aldehydes, malononitrile, and resorcinol using L-proline as a reusable catalyst.The key advantages of the present process are the use of a bioorganic and reusable catalyst, high yields of products, using green solvent and short reaction times from the principles of green chemistry point of view.
https://www.jmchemsci.com/article_74788_34ca483dac853c0afa3fcdff3a0ccfb3.pdf
2019-01-01
35
37
10.26655/jmchemsci.2019.6.6
2-amino-chromenes
Three-component reaction
L-proline
Reusable catalyst
Green solvent
Zahra
Moghadasi
z_moghadasi@gmail.com
1
oung Researchers and Elite Club, Ilam Branch, Islamic Azad University, Ilam, Iran
LEAD_AUTHOR
1. A.H.M. Elwahy, M.R. Shaaban, RSC Adv.2015, 92, 75659.
1
2. M.A.P. Martins, C.P. Frizzo, A.Z. Tier, D.N. Moreira, N. Zanatta, H.G. Bonacorso, Chem. Rev. 2008, 108, 2015.
2
3. V. Krchnak, M.W. Holladay, Chem. Rev. 2002, 102, 61.
3
4. B.B. Tour, D.G. Hall, Chem. Rev.2009, 109, 4439.
4
5. S.M. Roopan, F.N. Khan, B.K. Mandal, Tetrahedron Lett. 2010, 51, 2309.
5
6. G. Kolokythas, N. Pouli, P. Marakos, H. Pratsinis, D. Kletsas, Eur. J. Med. Chem.2006, 41, 71.
6
7. M.A. Azuine, H. Tokuda, J. Takayasu, F. Enjyo, T. Mukainaka, T. Konoshima, H. Nishino, G. Kapadia, J. Pharmacol. Res. 2004, 49, 161.
7
8. S.K. Srivastava, R.P. Tripathi, R. Ramachandran, J. Biol. Chem. 2005, 280, 30273.
8
9. H. Brotz-Oesterhelt, I. Knezevic, S. Bartel, T. Lampe, U. Warnecke- Eberz, K. Ziegelbauer, D. Habich, H. Labischinski, J. Biol. Chem.2003, 278, 39435.
9
10. K. Ukawa, T. Ishiguro, H. Kuriki, A. Nohara, Chem. Pharm. Bull.1985, 33, 4432.
10
11. R.S. Varma, R. Dahiya, J. Org. Chem. 1998, 63, 8038.
11
12. F.M. Abdel Galil, B.Y. Riad, S.M. Sherif, M.H. Elnagdi, Chem. Lett.1982, 1123.
12
13. J. Safari, Z. Zarnegar, J. Mol. Struct.2014, 1072, 53.
13
14. M. Kazemi, L. Shiri, H. Kohzadi, J. Mater. Environ. Sci.2017, 8, 3410.
14
15. M. Haji, Beilstein J. Org. Chem. 2016, 12, 1269.
15
16. G.T. Pawar, R.R. Magar, M.K. Lande, Polycycl. Aromat. Compd. 2018, 38, 75.
16
ORIGINAL_ARTICLE
Copper-catalyzed Ligand-Free Suzuki–Miyaura Coupling Reaction of Aryl Halides with Arylboronic Acid
A highly efficient and ligand-free approach for the Suzuki–Miyaura cross-coupling reaction of aryl halides with arylboronic acid catalyzed by CuI/Cs2CO3 in DMF has been developed. Under the described conditions, a category of aryl halides including iodides and bromides, whether electron-rich or electron-deficient, were coupled with arylboronic acid to give the target products (moderate to excellent yields). This catalytic system was less efficient in the reactions of aryl bromides as a higher reaction temperature was required to improve the yield.
https://www.jmchemsci.com/article_75102_3053d29f5f6853638eac115f8934b1ec.pdf
2019-01-01
38
40
10.26655/jmchemsci.2019.6.7
CuI
ligand-free
Suzuki–Miyaura Coupling
Aryl halides
Arylboronic acid
Hua-Feng
Zhang
zhanghf.chem11@gmail.com
1
School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China
LEAD_AUTHOR
1. A. Suzuki, Angew. Chem. Int. Ed. 2011, 50, 6722.
1
2. J.J. Lennox, G.C. Lloyd‐Jones, Chem. Soc. Rev. 2014, 43, 4 12.
2
3. R. Jana, T.P. Pathak, M.S. Sigman, Chem. Rev. 2011, 111, 1417.
3
4. C. Valente, S. Çalimsiz, K. H. Hoi, D. Mallik, M. Sayah, M. G. Organ, Angew. Chem. Int. Ed. 2012, 51, 3314.
4
5. T. P. Blaisdell, J. P. Morken, J. Am. Chem. Soc. 2015, 137, 8712.
5
6. D. N. Primer, I. Karakaya, J. C. Tellis, G. A. Molander, J. A m. Chem. Soc. 2015, 137, 2195.
6
7. L.S. Zhao, A. Joshi‐Pangu, M. Diane, M. R. Biscoe, J. Am. Chem. Soc. 2014, 136, 14027.
7
8. S. Thapa, B. Shrestha, S. K. Gurung, R. Giri, Org. Biomol. Chem. 2015, 13, 4816.
8
9. I. P. Beletskaya, A. V. Cheprakov, Coord. Chem. Rev. 2004, 248, 2337.
9
10. M. B. Thathagar, J. Beckers, G. Rothenberg, J. Am. Chem. Soc. 2002, 124, 11858.
10
11. J.‐H. Li, D.‐P. Wang, Eur. J. Org. Chem. 2006, 2006, 2063.
11
12. C. Torborg and M. Beller, Adv. Synth. Catal. , 2009, 351, 3027.
12