One-pot preparation of substituted pyrroles from alpha-diazocarbonyl compounds

Beilstein J Org Chem. 2008:4:45. doi: 10.3762/bjoc.4.45. Epub 2008 Nov 28.

Abstract

In this work an efficient one-pot synthesis of substituted pyrroles 7a-n is described, which involves the in situ formation of dihydrofurans ethyl 5-butoxy-2-methyl-4,5-dihydrofuran-3-carboxylate (4), 1-(5-butoxy-2-methyl-4,5-dihydrofuran-3-yl)ethanone (5) and 5-butoxy-4,5-dihydrofuran-3-carbaldehyde (6) followed by reaction with primary amines.

Keywords: diazocarbonyl; dihydrofuran; one-pot synthesis; pyrrole.