ACS Catalysis
ACS Catalysis
5 years ago

Photocatalytic Radical Alkylation of Electrophilic Olefins by Benzylic and Alkylic Zinc-Sulfinates

Photocatalytic Radical Alkylation of Electrophilic Olefins by Benzylic and Alkylic Zinc-Sulfinates
Andrea Gualandi, Elia Matteucci, Pier Giorgio Cozzi, Nicola Armaroli, Filippo Monti, Aitor Ortega-Martínez, Letizia Sambri, Fabio Calcinelli, Luca Mengozzi, Daniele Mazzarella
Alkyl radicals are obtained by photocatalytic oxidation of readily prepared or commercially available zinc sulfinates. The convenient benzylation and alkylation of a variety of electron-poor olefins triggered by the iridium(III) complex 6 Ir[dF(CF3)ppy]2(dtbbpy)PF6 as photocatalyst is described. Moreover, it is shown that zinc sulfinates can be used for facile nonradical sulfonylation reactions with highly electrophilic Michael acceptors.

Publisher URL: http://dx.doi.org/10.1021/acscatal.7b01669

DOI: 10.1021/acscatal.7b01669

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