Affiliation:
1. Department of Chemistry and FQRNT Centre for Green Chemistry and Catalysis McGill University 801 Sherbrooke St. W. Montreal Quebec H3A 0B8 Canada
Abstract
AbstractA novel method for the formation of Csp3−PIII bonds via the nickel‐catalyzed cross‐coupling of Umpolung carbonyls and phosphine chlorides is reported herein. This process leads to a series of alkylphosphines, which are characterized as sulfides or borane‐phosphine complexes after undergoing further transformation with moderate to good yields. Invaluable free alkylphosphines can be easily obtained by desulfurization or deboration of the products. A possible mechanistic pathway is also discussed. This report represents the first example of using renewable carbonyls as latent organometallic reagent surrogates for cross‐coupling with heteroatom electrophiles.
Funder
Natural Sciences and Engineering Research Council of Canada
Canada Research Chairs
Fonds Québécois de la Recherche sur la Nature et les Technologies