Synthesis 2006(3): 480-488  
DOI: 10.1055/s-2006-926301
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Functionalized Furans Based on a ‘[3+2] Cyclization/Bromination­/Elimination’ Strategy

Esen Bellura,b, Peter Langer*a,c
a Institut für Chemie, Universität Rostock, Albert-Einstein-Str. 3a, 18059 Rostock, Germany
b Institut für Chemie und Biochemie, Universität Greifswald
e-Mail: Soldmannstr. 16, 17487 Greifswald, Germany;
c Leibniz-Institut für Organische Katalyse an der Universität Rostock e. V. (IfOK), Albert-Einstein-Str. 29a, 18059 Rostock, Germany
Fax: +49(381)4986412; e-Mail: peter.langer@uni-rostock.de;
Further Information

Publication History

Received 10 June 2005
Publication Date:
13 January 2006 (online)

Abstract

The bromination of 2-alkylidenetetrahydrofurans - readily available via one-pot [3+2] cyclizations - afforded 2-alkylidene-3-bromotetrahydrofurans. Elimination of hydrogen bromide and subsequent aromatization of these compounds provided a convenient approach to functionalized furans.