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Direct Alkynylation of Thiophenes: Cooperative Activation of TIPS–EBX with Gold and Brønsted Acids
Author(s) -
Brand Jonathan P.,
Waser Jérôme
Publication year - 2010
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201003179
Subject(s) - hypervalent molecule , trifluoroacetic acid , reagent , chemistry , scheme (mathematics) , combinatorial chemistry , brønsted–lowry acid–base theory , catalysis , computer science , organic chemistry , mathematics , mathematical analysis
United we stand! Cooperative activation of the hypervalent‐iodine reagent TIPS‐EBX with a gold catalyst and a Brønsted acid allowed the first direct ethynylation of thiophenes at room temperature (see scheme; TFA=trifluoroacetic acid). The obtained ethynylthiophenes are important building blocks for organic dyes and electronic materials.