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Engaging Alkenyl Halides with Alkylsilicates via Photoredox Dual Catalysis.

ABSTRACT: 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.

SUBMITTER: Patel NR

PROVIDER: S-EPMC4854195 | biostudies-literature | 2016 Feb

REPOSITORIES: biostudies-literature

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Engaging Alkenyl Halides with Alkylsilicates via Photoredox Dual Catalysis.

Patel Niki R NR Kelly Christopher B CB Jouffroy Matthieu M Molander Gary A GA

Organic letters 20160201 4

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. ...[more]

PMID: 26828317

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Phenol Derivatives as Coupling Partners with Alkylsilicates in Photoredox/Nickel Dual Catalysis.

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