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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Research Article

Chickpea Leaf Exudates: A Highly Efficient Natural Brønsted Acidic Medium for the Synthesis of Pyran-annulated Heterocycles

Author(s): Snehali R. Mali*, Sachinkumar K. Shinde, Bhagyashree M. Patil, Rupesh C. Patil and Suresh S. Patil*

Volume 19, Issue 8, 2022

Published on: 14 January, 2022

Page: [651 - 661] Pages: 11

DOI: 10.2174/1570178618666211027104037

Price: $65

Abstract

We reported Chickpea leaf exudates (CLEs) as a Brønsted acid, naturally available biodegradable, eco-friendly, and reusable reaction medium for highly efficient and facile one-pot synthesis of pyran-annulated heterocyclic systems, like 7-aryl-benzopyrano[4,3-b]benzopyran-6,8- diones,tetrahydrobenzo[b]pyran, and dihydropyrano[c]chromenes scaffolds. The analogous products were obtained via tandem Knoevengel-Michael addition and cyclo condensation reaction in ethanol at room temperature with 90-96% yields in a short reaction time. Moreover, the reaction media containing Bronsted acids can be easily recovered and reused up to five times, slightly decreasing product yields.

Keywords: Brønsted acid, Chickpea leaf exudates, natural catalysts, pyran heterocycles, multicomponent reactions, Knoevengel- Michael cyclo condensation reaction.

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