Synthesis 2006(20): 3419-3424  
DOI: 10.1055/s-2006-950236
PAPER
© Georg Thieme Verlag Stuttgart · New York

Preparation of Substituted Hydroquinones and Benzofurans from 1,4-Quinone Monoketals

Xavier J. Salom-Roiga, Philippe Renaud*b
a LAPP, UMR 5810, Université de Montpellier II, CC 19, Place Eugène Bataillon, 34095 Montpellier Cedex 5, France
b University of Bern, Department of Chemistry and Biochemistry, Freiestraße 3, 3012 Bern, Switzerland
e-Mail: philippe.renaud@ioc.unibe.ch;
Further Information

Publication History

Received 28 March 2006
Publication Date:
10 October 2006 (online)

Abstract

An easy procedure for the preparation of 2-substituted hydroquinones, by addition of organolithium or organomagnesium compounds to 1,4-quinone monoketals followed by acid-catalyzed dienone-phenol type rearrangement, is described. Transformation of the propargylated derivatives to benzofurans is also reported.

5

See reference 2c for the preparation of 1.