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Synthesis 2007(21): 3295-3300
DOI: 10.1055/s-2007-990830
DOI: 10.1055/s-2007-990830
PAPER
© Georg Thieme Verlag Stuttgart · New YorkConvenient Synthesis of Polysubstituted 3-Iodofurans through the Tandem Ring-Opening/Cyclization Reaction of 1-Alkynyl-2,3-epoxy Alcohols
Further Information
Received
10 July 2007
Publication Date:
16 October 2007 (online)
Publication History
Publication Date:
16 October 2007 (online)

Abstract
A novel method for the synthesis of highly substituted iodine-containing furans has been developed by the cyclization of 1-(arylethynyl)-2,3-epoxy alcohols (1-aryl-4,5-epoxyalk-1-yn-3-ols) with alcohols as nucleophiles under very mild reaction conditions. The resulting iodine-containing furans can be readily elaborated to more complex products using known organopalladium chemistry.
Key word
iodofuran - tandem reaction - epoxide - electrophilic cyclization
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