Silver-catalyzed cascade cyclization/1,6-conjugate addition of homopropargyl sulfonamides to p-quinone methides: an approach to diverse 3-diarylmethine substituted dihydropyrroles

TitleSilver-catalyzed cascade cyclization/1,6-conjugate addition of homopropargyl sulfonamides to p-quinone methides: an approach to diverse 3-diarylmethine substituted dihydropyrroles
Publication TypeJournal Article
Year of Publication2020
AuthorsShirsath, SR, Ghotekar, GS, Bahadur, V, Gonnade, RG, Muthukrishnan, M
JournalJournal of Organic Chemistry
Volume85
Issue23
Pagination15038-15050
Date PublishedDEC
Type of ArticleArticle
ISSN0022-3263
Abstract

A silver-catalyzed cycloisomerization/1,6-conjugate addition of homopropargyl sulfonamides to p-quinone methides to access diverse diarylmethine substituted dihydropyrroles has been disclosed. The reaction pathway involves an intramolecular cascade cyclization of homopropargyl sulfonamides to generate a highly reactive dihydropyrrole intermediate in situ followed by conjugate addition with p-quinone methides. This method provides an efficient and scalable route for the synthesis of 3-diarylmethine substituted dihydropyrroles, in one pot.

DOI10.1021/acs.joc.0c01922
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

4.335

Divison category: 
Center for Material Characterization (CMC)
Organic Chemistry

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