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Visible Light‐Induced Aromatic Difluoroalkylation
Author(s) -
Jung Jaehun,
Kim Eunjin,
You Youngmin,
Cho Eun Jin
Publication year - 2014
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.201400542
Subject(s) - chemistry , moiety , visible spectrum , catalysis , photochemistry , photoredox catalysis , combinatorial chemistry , organic chemistry , photocatalysis , physics , optoelectronics
Difluoroalkylated aromatics are important structural motifs in pharmaceutical and agrochemical applications. Herein, we report their synthesis by a mild, efficient, and convenient method using visible light photoredox catalysis. A variety of unactivated aromatics were difluoroalkylated with ethyl 2‐bromo‐2,2‐difluoroacetate (BrCF 2 CO 2 Et) in the presence of the triscyclometalated Ir complex fac ‐[Ir(ppy) 3 ] under visible light irradiation at room temperature. It is shown that reaction outcomes containing the CF 2 CO 2 Et moiety can be converted to a variety of other CF 2 ‐containing aromatics, demonstrating the synthetic utility of the present method.