Nickel Catalyzed Selective Arylation of Geminal Dinitriles: Direct Access to α-Cyano Carbonyl Compounds.

J Org Chem

School of Chemical Sciences, National Institute of Science Education and Research (NISER) Bhubaneswar, an OCC of Homi Bhabha National Institute, Khurda - 752050, India.

Published: February 2024

The catalytic intermolecular arylation of disubstituted geminal dinitriles with generated arylnickel complexes is disclosed. This method efficiently provides various all-carbon substituted α-cyanocarbonyl compounds without additives and an inert atmosphere. It also demonstrates the arylation of -BINOL and -BINOL derived geminal dinitriles, preserving optical purity. Mechanistic studies proved that the generated organonickel complex is involved in arylation.

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http://dx.doi.org/10.1021/acs.joc.3c02595DOI Listing

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