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Photoredox Cross-Coupling: Ir/Ni Dual Catalysis for the Synthesis of Benzylic Ethers
Author(s) -
İdris Karakaya,
David N. Primer,
Gary A. Molander
Publication year - 2015
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.5b01463
Subject(s) - chemistry , catalysis , transmetalation , iridium , aryl , coupling (piping) , coupling reaction , combinatorial chemistry , dual role , dual (grammatical number) , photoredox catalysis , photochemistry , organic chemistry , photocatalysis , mechanical engineering , art , alkyl , literature , engineering
Single-electron transmetalation has emerged as an enabling paradigm for the cross-coupling of Csp(3) hybridized organotrifluoroborates. Cross-coupling of α-alkoxymethyltrifluoroborates with aryl and heteroaryl bromides has been demonstrated by employing dual catalysis with a combination of an iridium photoredox catalyst and a Ni cross-coupling catalyst. The resulting method enables the alkoxymethylation of diverse (hetero)arenes under mild, room-temperature conditions.

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