Tandem one-pot CO reduction by PMHS and silyloxycarbonylation of aryl/vinyl halides to access carboxylic acids.

Chem Commun (Camb)

State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Zhongshan Road 457, Dalian 116023, China.

Published: October 2018

The present study discloses the synthesis of aryl/vinyl carboxylic acids from Csp2-bound halides (Cl, Br, I) in a carbonylative path by using silyl formate (from CO2 and hydrosilane) as an instant CO-surrogate. Hydrosilane provides hydride for reduction and its oxidation product silanol serves as a coupling partner. Mono-, di-, and tri-carboxylic acids were obtained from the corresponding aryl/vinyl halides.

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http://dx.doi.org/10.1039/c8cc06820hDOI Listing

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