Triarylborane-Catalyzed Alkenylation Reactions of Aryl Esters with Diazo Compounds.

ABSTRACT: Herein we report a facile, mild reaction protocol to form carbon-carbon bonds in the absence of transition metal catalysts. We demonstrate the metal-free alkenylation reactions of aryl esters with ?-diazoesters to give highly functionalized enyne products. Catalytic amounts of tris(pentafluorophenyl)borane (10-20?mol?%) are employed to afford the C=C coupled products (31 examples) in good to excellent yields (36-87?%). DFT studies were used to elucidate the mechanism for this alkenylation reaction.

SUBMITTER: Dasgupta A 

PROVIDER: S-EPMC7497215 | biostudies-literature | 2020 Jun

REPOSITORIES: biostudies-literature