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Issue 2, 2017
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An expedient microwave assisted regio- and stereoselective synthesis of spiroquinoxaline pyrrolizine derivatives and their AChE inhibitory activity

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Abstract

In this study, we report an efficient four-component cascade protocol to afford spiro indeno[1,2-b]quinoxaline-11,3′-pyrrolizines via the condensation of ninhydrin, phenylenediamine, proline, and nitrostyrene derivatives under microwave irradiation and classical conditions. The 1,3-dipolar cycloaddition reaction was found to proceed in a highly regio- and stereoselective manner. This methodology exemplifies the green chemistry protocol for the preparation of spiro-pyrrolizines. In addition, all the synthesized compounds were screened for AChE inhibitory activity and 6 out of 21 compounds depicted significant activity in the low micromolar IC50 range.

Graphical abstract: An expedient microwave assisted regio- and stereoselective synthesis of spiroquinoxaline pyrrolizine derivatives and their AChE inhibitory activity

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Article information


Submitted
12 Sep 2016
Accepted
09 Dec 2016
First published
14 Dec 2016

New J. Chem., 2017,41, 873-878
Article type
Paper

An expedient microwave assisted regio- and stereoselective synthesis of spiroquinoxaline pyrrolizine derivatives and their AChE inhibitory activity

A. M. Akondi, S. Mekala, M. L. Kantam, R. Trivedi, L. Raju Chowhan and A. Das, New J. Chem., 2017, 41, 873
DOI: 10.1039/C6NJ02869A

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