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Synthesis 2007(12): 1827-1832
DOI: 10.1055/s-2007-983716
DOI: 10.1055/s-2007-983716
PAPER
© Georg Thieme Verlag Stuttgart · New York
One-Step Synthesis of Thieno[3,2-b]thiophene 1,1-Dioxide Derivatives
Further Information
Received
12 March 2007
Publication Date:
08 June 2007 (online)
Publication History
Publication Date:
08 June 2007 (online)
Abstract
A rapid, one-step synthesis of thieno[3,2-b]thiophene 1,1-dioxide derivatives using direct bimetalation of 3-(methylsulfonyl)thiophene and ring closure with esters is described. Two iterative, one-pot monometalations of the same substrate allowed bifunctionalization with either equal or different groups, after electrophilic quenching.
Key words
thienothiophenes - metalations - lithiation - cyclizations - carbanions
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