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Intermolecular atom transfer radical addition to olefins mediated by oxidative quenching of photoredox catalysts.

ABSTRACT: Atom transfer radical addition of haloalkanes and ?-halocarbonyls to olefins is efficiently performed with the photocatalyst Ir[(dF(CF(3))ppy)(2)(dtbbpy)]PF(6). This protocol is characterized by excellent yields, mild conditions, low catalyst loading, and broad scope. In addition, the atom transfer protocol can be used to quickly and efficiently introduce vinyl trifluoromethyl groups to olefins and access 1,1-cyclopropane diesters.

SUBMITTER: Nguyen JD

PROVIDER: S-EPMC3086499 | biostudies-literature | 2011 Mar

REPOSITORIES: biostudies-literature

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Intermolecular atom transfer radical addition to olefins mediated by oxidative quenching of photoredox catalysts.

Nguyen John D JD Tucker Joseph W JW Konieczynska Marlena D MD Stephenson Corey R J CR

Journal of the American Chemical Society 20110307 12

Atom transfer radical addition of haloalkanes and α-halocarbonyls to olefins is efficiently performed with the photocatalyst Ir[(dF(CF(3))ppy)(2)(dtbbpy)]PF(6). This protocol is characterized by excellent yields, mild conditions, low catalyst loading, and broad scope. In addition, the atom transfer protocol can be used to quickly and efficiently introduce vinyl trifluoromethyl groups to olefins and access 1,1-cyclopropane diesters. ...[more]

PMID: 21381734

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