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Practical Photocatalytic Trifluoromethylation and Hydrotrifluoromethylation of Styrenes in Batch and Flow
Author(s) -
Straathof Natan J. W.,
Cramer Sten E.,
Hessel Volker,
Noël Timothy
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201608297
Subject(s) - trifluoromethylation , photocatalysis , chemistry , flow chemistry , photochemistry , combinatorial chemistry , selectivity , reaction conditions , catalysis , organic chemistry , trifluoromethyl , alkyl
Styrenes represent a challenging class of substrates for current radical trifluoromethylation and hydrotrifluoromethylation methods due to a myriad of potential side reactions. Herein, we describe the development of mild, selective and broadly applicable photocatalytic trifluoromethylation and hydrotrifluoromethylation protocols for these challenging substrates. The methods use fac‐Ir(ppy) 3 , visible light and inexpensive CF 3 I and can be applied to a diverse set of vinylarene substrates. The use of continuous‐flow photochemical reaction conditions allowed to reduce the reaction time and increase the reaction selectivity.