4.8 Article

Four-Component Borocarbonylation of Vinylarenes Enabled by Cooperative Cu/Pd Catalysis: Access to β-Boryl Ketones and β-Boryl Vinyl Esters

期刊

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 59, 期 39, 页码 17055-17061

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202006427

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boryl ketones; carbonylation; carbonylative coupling; copper; palladium

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  1. Chinese Scholarship Council (CSC)

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We report here a general four-component synthetic procedure for the preparation of beta-boryl ketones and beta-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 beta-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, beta-boryl vinyl esters were synthesized in a similar manner and with broad functional group tolerance. A rational mechanism for this reaction was also proposed.

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