Nickel- and Photoredox-Catalyzed Cross-Coupling Reactions of Aryl Halides with 4-Alkyl-1,4-dihydropyridines as Formal Nucleophilic Alkylation Reagents

Angew Chem Int Ed Engl. 2016 Nov 2;55(45):14106-14110. doi: 10.1002/anie.201606513. Epub 2016 Oct 6.

Abstract

A combination of nickel and photoredox catalysts promoted novel cross-coupling reactions of aryl halides with 4-alkyl-1,4-dihydropyridines. 4-Alkyl-1,4-dihydropyridines act as formal nucleophilic alkylation reagents through a photoredox-catalyzed carbon-carbon (C-C) bond-cleavage process. The present strategy provides an alternative to classical carbon-centered nucleophiles, such as organometallic reagents.

Keywords: C−C cleavage; cross-coupling; dihydropyridines; nickel catalysts; photoredox catalysts.

Publication types

  • Research Support, Non-U.S. Gov't