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Current Organic Synthesis

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ISSN (Print): 1570-1794
ISSN (Online): 1875-6271

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Research Article

Practical Synthesis of 1,4-Dihydropyridines on Heterogeneous Sulfonicmodified Silica (SBA-15-SO3H) Catalyst Under Mild Condition

Author(s): Tran Quang Hung, Ban Van Phuc, Pham Thị Thanh Loan, Do Thi Lan Nhi, Hien Nguyen, Hoan Xuan Vu, Dang Van Do* and Tuan Thanh Dang*

Volume 20, Issue 8, 2023

Published on: 10 May, 2023

Page: [880 - 889] Pages: 10

DOI: 10.2174/1570179420666230301143027

Price: $65

Abstract

Aims: Synthesis of 1,4-Dihydropyridines (1,4-DHP) using heterogeneous catalyst under mild condition.

Objective: Our objective is to explore new applications of non-metal heterogeneous catalysts in the synthesis of 1,4-DHP derivatives in a greener and more efficient approach.

Methods: A greener and more efficient method for the synthesis of 1,4-DHPs and an asymmetric 1,4-DHP (Felodipine drug) was successfully developed in high yields using a heterogeneous SBA- 15-SO3H catalyst.

Results: A series of symmetric 1,4-DHP and an asymmetric 1,4-DHP (Felodipine drug) were successfully prepared in high yields using a heterogeneous SBA-15-SO3H catalyst.

Conclusion: The catalyst, SBA-15-SO3H, exhibited an efficient catalyst activity for the synthesis of 1,4-DHP derivatives in high yields from the aldehyde, β-ketoester, and NH4OAc as a nitrogen source under mild conditions and short reaction time. Bronsted acid sites of this solid catalyst were figured out to play a key role in this transformation. Interestingly, our catalyst is air-stable and can be recycled at least 5 times without losing catalytic activity.

Keywords: Hantzsch reaction, 1, 4-dihydropyridine, SBA-15-SO3H, felodipine, heterogeneous catalyst, solid acid.

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Graphical Abstract

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