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Combinatorial Chemistry & High Throughput Screening

Editor-in-Chief

ISSN (Print): 1386-2073
ISSN (Online): 1875-5402

Facial and Efficient Access to Dihydropyrano[3,2-c]Chromenes via Three-Component Reaction Using N,N-Dimethylbenzylamine As a New Organocatalyst

Author(s): Hamzeh Kiyani and Mozhgan Sadat Jalali

Volume 19, Issue 4, 2016

Page: [275 - 282] Pages: 8

DOI: 10.2174/1386207319666160310144315

Price: $65

Abstract

The N,N-dimethylbenzylamine (DMBA), as an efficient and commercially available organocatalyst was employed for the one-pot synthesis of dihydropyrano[3,2-c]chromene derivatives in ethanol medium. In this work, the one-pot Knoevenagel-Michael-Thorpe-Ziegler type cascade heterocyclization has been developed for the synthesis of dihydropyrano[3,2-c]chromene-containing heterocycles from the one-pot multicomponent condensation reaction of 4-hydroxycoumarin, malononitrile/ethyl cyanoacetate, and various aldehydes at 60°C. The salient features of this basecatalyzed reaction are mild reaction conditions, reusability of the reaction medium, shorter reaction times, and easy separation of the reaction mixture.

Keywords: Dihydropyrano[3, 2-c]chromenes, N, N-Dimethylbenzylamine, 4-Hydroxycoumarin, Knoevenagel condensation, Nitrile-containing compounds, Three-component annulation.


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