3??Formylpyrroles from 3??Furfurylamines by Bromine Oxidation Reaction

PJ Harn, CC Lin, HJ Wu

Index: Harn, Piin-Jye; Lin, Chu-Chung; Wu, Hsien-Jen Journal of the Chinese Chemical Society, 2010 , vol. 57, # 6 p. 1321 - 1326

Full Text: HTML

Citation Number: 1

Abstract

Abstract Oxidation of 3-furfurylamines 3a-e with bromine in acetone-water solution gave N- substituted 3-formylpyrroles 4a-e in good yields. A reaction mechanism via the Clauson- Kaas reaction followed by the cis-trans isomerization of the 2-ene-1, 4-diones 13 and 14 was proposed to account for the formation of the pyrroles 4a-e.

Related Articles:

Doubly dearomatising intramolecular coupling of a nucleophilic and an electrophilic heterocycle

[Brice, Heloise; Clayden, Jonathan Chemical Communications, 2009 , # 15 p. 1964 - 1966]

More Articles...