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

JD Nguyen, JW Tucker, MD Konieczynska…

Index: Nguyen, John D.; Tucker, Joseph W.; Konieczynska, Marlena D.; Stephenson, Corey R. J. Journal of the American Chemical Society, 2011 , vol. 133, # 12 p. 4160 - 4163

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Citation Number: 313

Abstract

Atom transfer radical addition of haloalkanes and α-halocarbonyls to olefins is efficiently performed with the photocatalyst Ir [(dF (CF3) ppy) 2 (dtbbpy)] PF6. 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.