Document Type: Original Article

Author

oung Researchers and Elite Club, Ilam Branch, Islamic Azad University, Ilam, Iran

Abstract

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.

Graphical Abstract

Keywords

Main Subjects

1. A.H.M. Elwahy, M.R. Shaaban, RSC Adv.2015, 92, 75659.
2. M.A.P. Martins, C.P. Frizzo, A.Z. Tier, D.N. Moreira, N. Zanatta, H.G. Bonacorso, Chem. Rev. 2008, 108, 2015.
3. V. Krchnak, M.W. Holladay, Chem. Rev. 2002, 102, 61.
4. B.B. Tour, D.G. Hall, Chem. Rev.2009, 109, 4439.
5. S.M. Roopan, F.N. Khan, B.K. Mandal, Tetrahedron Lett. 2010, 51, 2309.
6. G. Kolokythas, N. Pouli, P. Marakos, H. Pratsinis, D. Kletsas, Eur. J. Med. Chem.2006, 41, 71.
7. M.A. Azuine, H. Tokuda, J. Takayasu, F. Enjyo, T. Mukainaka, T. Konoshima, H. Nishino, G. Kapadia, J. Pharmacol. Res. 2004, 49, 161.
8. S.K. Srivastava, R.P. Tripathi, R. Ramachandran, J. Biol. Chem. 2005, 280, 30273.
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.
10. K. Ukawa, T. Ishiguro, H. Kuriki, A. Nohara, Chem. Pharm. Bull.1985, 33, 4432.
11. R.S. Varma, R. Dahiya, J. Org. Chem. 1998, 63, 8038.
12. F.M. Abdel Galil, B.Y. Riad, S.M. Sherif, M.H. Elnagdi, Chem. Lett.1982, 1123.
13. J. Safari, Z. Zarnegar, J. Mol. Struct.2014, 1072, 53.
14. M. Kazemi, L. Shiri, H. Kohzadi, J. Mater. Environ. Sci.2017, 8, 3410.
15. M. Haji, Beilstein J. Org. Chem. 2016, 12, 1269.
16. G.T. Pawar, R.R. Magar, M.K. Lande, Polycycl. Aromat. Compd. 2018, 38, 75.