Web of Science (Emerging Sources Citation Index)

Document Type: Original Research Article

Authors

Department of Chemistry, Payame Noor University, P.O. BOX 19395-4697 Tehran, Iran

Abstract

2-Amino-4H-pyran derivatives are reported to have a broad spectrum of biological and pharmacological activities. Some are endowed with anticoagulant, spasmolitic, diuretic, anticancer and antianaphylactin. On the other hand, some 2-amino-4H-pyrans also can be employed as cognitive enhancers, for the treatment of neurodegenerative disease, including Alzheimer's disease, amyotrophic. In this research, 2-amino-4H-pyran derivatives were synthesized with good yields via a one-pot multi–component reaction of aldehyde, malononitrile, and dimedone in the presence of DABCO-CuCl as a catalyst in water.

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[1] G.R. Green, J.M. Evans, A.K. Vong, In Comprehensive Heterocyclic Chemistry II., Pergamon Press: Oxford., 1995, 5, 469-478.

[2] W.O. Foye, Princip. Chemico. Farm., Piccin: Padova, Italy, 1991, 416-423.

[3] C.S. Konkoy, D.B. Fick, S. X. Cai, N. C. Lan, J. F. Keana, W., PCT Int. Appl. WO 0075123, 2000; Chem. Abstr., 2001, 134, 29313a.

[4] D. Armesto, W.M. Horspool, N. Martin, A. Ramos, C. Seaone, J. Org. Chem., 1989, 54, 3069-3073.

[5] R.A. Holton, A.D. Williams, R.M. Kennedy, J. Org. Chem., 1986, 51, 5480-5488.

[6] Lubineau, J. Auge, Tetrahedron. Lett., 1992¸33, 8073-8078.

 [7] S. Amirnejat, A. Nosrati, R. Peymanfar,  Sh. Javanshir, Research. Chem. Intermediat., 2020, 46, 3683–3701.

[8] P.B. Hiremath, K. Kantharaju, Chem. Select., 2020, 5, 1896-1906.

[9] F. Adibian, A. RezaPourali, B. Maleki, M. Baghayeri, A. Amiri, Polyhedron., 2020, 175, 114-179-114198.

[10] H. Alinezhad, M. Tarahomi, B. Maleki, Appl. Organometal. Chem.2019, 33, e4661-e4666. 

 

[11] B. Maleki, O. Reiser, E. Esmaeilnezhad, H. JinChoi, Polyhedron., 2019, 162, 129-141.

[12] A. Jamshidi, B. Maleki, F. Mohammadi Zonoz, R. Tayebee. Material. Chem. Phy., 2018, 209, 46-59.

[13] S. J. Gao, Y. Guo, C. Shi, D. Lu, Synth. Commun., 2002, 32, 2137-2145.

[14] I. Devi, P. J. Bhuyan, Tetrahedron. Lett., 2004, 45, 8626-8631.

[15] T.Sh. Jin, A. Q. Wang, F. Shi, L. Sh. Han, L. B. Liu, T. Sh. Li, Arkivoc, 2006, (Xiv), 78-91.

[16] S. Balalaie, M. Bararjanian, A.M. Amini, B. Movassagh, Tetrahedron Lett., 2005, 35, 264-274.

[17] R. Hekmatshoar, S. Majedi, Kh. Bakhtiari, Catal. Commun., 2007, 9, 308-312.

[18] Sh. Gao, H. Ch. Tsai, Ch. Tseng, Ch-Fa. Yao, Tetrahedron., 2008, 64, 9143-9148.

[19] M. Seifi, H. Sheibani, Catal Lett., 2008, 126, 275-282.