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Four‐Component Borocarbonylation of Vinylarenes Enabled by Cooperative Cu/Pd Catalysis: Access to β‐Boryl Ketones and β‐Boryl Vinyl Esters
Author(s) -
Yuan Yang,
Wu FuPeng,
Xu JianXing,
Wu XiaoFeng
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202006427
Subject(s) - aryl , catalysis , chemistry , halide , carbon monoxide , palladium , organic chemistry , component (thermodynamics) , polymer chemistry , combinatorial chemistry , physics , thermodynamics , alkyl
We report here a general four‐component synthetic procedure for the preparation of β‐boryl ketones and β‐boryl vinyl esters. Joint catalyzed by palladium and copper catalysts, borocarbonylative reaction between vinylarenes, aryl halides/triflates, B 2 Pin 2 , and carbon monoxide proceed successfully. A variety of synthetically useful β‐boryl ketones were synthesized in good to high yields by using aryl iodides as the substrates. It is noteworthy that when aryl triflates were applied as the starting materials, β‐boryl vinyl esters were synthesized in a similar manner and with broad functional group tolerance. A rational mechanism for this reaction was also proposed.