Morita–Baylis–Hillman acetates of acetylenic aldehydes: versatile synthons for substituted pyrrolesvia a metal-free tandem reaction?

Organic & Biomolecular Chemistry Pub Date: 2011-05-24 DOI: 10.1039/C1OB05402C

Abstract

A mild and metal-free access to 1,2,4-tri or 1,2,4,5-tetrasubstituted pyrroles has been developed by the reaction of Morita–Baylis–Hillman acetates of acetylenic aldehydes with amines and sulfonamides. This new protocol is based on K2CO3-promoted tandem allylic substitution/cycloisomerization reactions.

Graphical abstract: Morita–Baylis–Hillman acetates of acetylenic aldehydes: versatile synthons for substituted pyrrolesvia a metal-free tandem reaction
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