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Decarboxylative and Denitrative Trifluoromethylation for the Synthesis of C vinyl CF 3 Compounds with Togni (II) Reagent
Author(s) -
Ma Jingjing,
Yi Wenbin,
Lu Guoping,
Cai Chun
Publication year - 2015
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500631
Subject(s) - trifluoromethylation , chemistry , reagent , dimethylformamide , functional group , catalysis , organic chemistry , combinatorial chemistry , polymer , alkyl , solvent , trifluoromethyl
A highly efficient dimethylformamide (DMF)‐promoted decarboxylative trifluoromethylation of α,β‐unsaturated carboxylic acids with Togni (II) reagent under metal‐free conditions has been developed. The reactions showed good yields, high stereoselectivities and excellent functional group tolerance. Mechanistic studies confirmed that free‐radical processes were involved in this system since the CF 3 radical had been clearly trapped by scavengers. This method has been extended to the denitrative trifluoromethylation of β‐nitrostyrenes in the presence of an iron(III) catalyst.