Palladium-Catalyzed Aerobic Alkene Arylboration: Coupling Aryl Boronic Acids, Alkenes, and Bis(pinacol)diboron.

ABSTRACT: Alkyl boronic acids and esters are versatile synthetic intermediates that generally require several steps to synthesize. Three-component alkene arylboration reactions allow for the rapid synthesis of alkyl boronic esters. Herein, we report the base-free aerobic Pd-catalyzed three-component alkene arylboration, which allows direct access, in a single step, to alkyl boronic esters from readily available precursors: aryl boronic acids, alkenes, and bis(pinacol)diboron. This approach allows for the formal insertion of an alkene into an Ar-B bond, and thus, generates an alkyl boronic ester from an aryl boronic acid. The reaction proceeds with both electron-rich and electron-deficient aryl boronic acids as well as strained cyclic, internal, and terminal olefins. The reactions are regioselective:

SUBMITTER: Pham HTP 

PROVIDER: S-EPMC12356176 | biostudies-literature | 2025 Aug

REPOSITORIES: biostudies-literature