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Cobalt‐Catalyzed C−H Thiolation through Dehydrogenative Cross‐Coupling
Author(s) -
Gensch Tobias,
Klauck Felix J. R.,
Glorius Frank
Publication year - 2016
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.201605193
Subject(s) - cobalt , catalysis , heteroatom , chemistry , indole test , combinatorial chemistry , stereochemistry , organic chemistry , ring (chemistry)
A cobalt‐catalyzed dehydrogenative cross‐coupling of thiols and indoles is reported. Using a cooperative reaction system, a new mode of action for the cobalt‐catalyzed C−heteroatom bond formation was found. The directed C−H activation catalysis overrides an undirected thiolation of indole in the 3‐position that occurs in the absence of cobalt. Mechanistic studies indicate a sequence of C−H activation, thiolate transfer, and reductive elimination.