Issue 36, 2017

1,5-Electrocyclization of conjugated azomethine ylides derived from 3-formyl chromene and N-alkyl amino acids/esters

Abstract

A novel strategy has been developed for the synthesis of chromeno[3,4-b]pyrrol-4(3H)-one and substituted pyrrole derivatives through 1,5-electrocyclization of conjugated azomethine ylides. This is the first example of the preparation of highly substituted pyrrole derivatives from chromene-3-carboxaldehydes (non-enolizable aldehydes) and N-alkyl amino acids/esters. This method is simple and applicable to a diverse range of substrates.

Graphical abstract: 1,5-Electrocyclization of conjugated azomethine ylides derived from 3-formyl chromene and N-alkyl amino acids/esters

Supplementary files

Article information

Article type
Paper
Submitted
22 Mar 2017
Accepted
10 Aug 2017
First published
11 Aug 2017

Org. Biomol. Chem., 2017,15, 7580-7583

1,5-Electrocyclization of conjugated azomethine ylides derived from 3-formyl chromene and N-alkyl amino acids/esters

E. Pravardhan Reddy, A. Sumankumar, B. Sridhar, Y. Hemasri, Y. Jayaprakash Rao and B. V. Subba Reddy, Org. Biomol. Chem., 2017, 15, 7580 DOI: 10.1039/C7OB00705A

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