Trifluoromethylthiolation-Based Bifunctionalization of Diazocarbonyl Compounds by Rhodium Catalysis
Author(s) -
Marvin Lübcke,
Weiming Yuan,
Kálmán J. Szabó
Publication year - 2017
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.7b02139
Subject(s) - chemistry , reagent , catalysis , rhodium , alkoxy group , reaction conditions , organic chemistry , medicinal chemistry , combinatorial chemistry , alkyl
A new Rh-catalyzed, three-component reaction for the oxytrifluoromethylthiolation of α-diazoketones was developed. The SCF 3 functionality was introduced using a stable dibenzenesulfonimide reagent under mild conditions. Alcohols, acetals, and ethers were used as the alkoxy sources. Cyclic ethers underwent a trifunctionalization reaction through the introduction of SCF 3 , OR, and N(SO 2 Ph) 2 substituents in a single step.
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