Biaryl Coupling of Aryldiazonium Salts and Arylboronic Acids Catalysed by Gold

Abstract

A gold-catalysed coupling of aryldiazonium salts with arylboronic acids is described. The reactions proceed in satisfactory yields under irradiation with blue LEDs in the presence of KF and a catalytic amount of ascorbic acid. Notably, 4-nitrobenzendiazonium tetrafluoro­borate is sufficiently reactive to undergo the coupling with a variety of arylboronic acids in the absence of aryl radical initiators. The coupling is applicable for electron-donating and electron-withdrawing groups present at the para, ortho, and meta positions of both substrates.

Key words

biaryl - arylboronic acids - aryldiazonium salts - gold - catalysis

Publication History

Received: 14 December 2021

Accepted after revision: 13 January 2022

Article published online:
24 February 2022

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