SHORTPAPER	Synthesis 2003: 1959-1961 DOI: 10.1055/s-2003-41020
© Georg Thieme Verlag Stuttgart · New York
A Convenient Synthesis of N-Acylpyrroles from Primary Aromatic Amides
Anil R. Ekkati, Dallas K. Bates*
Department of Chemistry, Michigan Technological University, 1400 Townsend Drive, Houghton, MI 49931, USA Fax: +1(906)4872061; e-Mail: dbates@mtu.edu;
Received 20 May 2003

Abstract

Synthesis of N-acylpyrroles in 45-85% isolated yield from primary aromatic amides and excess 2,5-dimethoxytetrahydrofuran in presence of one equivalent of thionyl chloride is reported. This method has several advantages including short reaction times, mild reaction conditions, and easy workup. The technique works particularly well for deactivated aromatic amides.

Key words

N-acylpyrroles - primary amides - condensation - 2,5-dimethoxytertahydrofuran