Engaging Alkenyl Halides with Alkylsilicates via Photoredox Dual Catalysis
Author(s) -
Niki R. Patel,
Christopher B. Kelly,
Matthieu Jouffroy,
Gary A. Molander
Publication year - 2016
Publication title -
organic letters
Language(s) - Uncategorized
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.6b00024
Subject(s) - chemistry , halide , transmetalation , catalysis , alkyl , radical , dual role , nickel , photochemistry , primary (astronomy) , combinatorial chemistry , photoredox catalysis , organic chemistry , photocatalysis , physics , astronomy
Single-electron transmetalation via photoredox/nickel dual catalysis provides the opportunity for the construction of Csp(3)-Csp(2) bonds through the transfer of alkyl radicals under very mild reaction conditions. A general procedure for the cross-coupling of primary and secondary (bis-catecholato)alkylsilicates with alkenyl halides is presented. The developed method allows not only alkenyl bromides and iodides but also previously underexplored alkenyl chlorides to be employed.
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