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Synthesis of Trifluoromethylated Dithiocarbamates via Photocatalyzed Substitution Reaction: Pentafluoropyridine as Activating Reagent
Author(s) -
Zemtsov Artem A.,
Lunkov Sergey S.,
Levin Vitalij V.,
Dilman Alexander D.
Publication year - 2021
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202001572
Subject(s) - chemistry , reagent , organic chemistry , substitution reaction , combinatorial chemistry
A method for the synthesis of trifluoromethyl‐substituted dithiocarbamates from aldehydes is described. The reaction involves nucleophilic trifluoromethylation, derivatization of the silyloxy‐group with pentafluoropyridine, and substitution of the fluorinated pyridinyloxy group by dithiocarbamate anion. The substitution step is performed in the presence of 12‐phenyl‐12 H ‐benzo[ b ]phenothiazine and copper cyanide under irradiation of 400 nm LED.