Unusual route to synthesize indolizines through a domino SN2/michael addition reaction between 2‐mercaptopyridine and nitroallylic acetates

TitleUnusual route to synthesize indolizines through a domino SN2/michael addition reaction between 2‐mercaptopyridine and nitroallylic acetates
Publication TypeJournal Article
Year of Publication2019
AuthorsRoy, S
JournalEuropean Journal of Organic Chemistry
Issue4
Pagination765-769
Date PublishedJAN
Type of ArticleArticle
ISSN1434-193X
Keywordsdomino reactions, Michael addition, nitrogen heterocycles, nucleophilic substitution, synthetic methods
Abstract

A straightforward synthesis of indolizines has been demonstrated from the reaction of 2‐mercaptopyridine and nitroallylic acetates in the presence of a base. The products were obtained in good isolated yield under relatively mild reaction conditions. The mechanistic insight of the reaction has been revealed by performing some control experiments demonstrating that the reaction is initiated by a sequential SN2/Michael addition reaction followed by removal of the sulfur moiety.

DOI10.1002/ejoc.201801426
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

2.882

Divison category: 
Organic Chemistry

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