Highly chemo- and site-selective C(sp2)–H bond functionalization of aniline and phenol derivatives with aryl/aryl diazo compounds

Abstract

An unprecedented chemo- and site-selective para-C(sp2)–H bond functionalization of aniline and phenol derivatives with aryl/aryl diazo compounds was successfully developed. The cooperative catalysis of bismuth(III) triflate and Brønsted acid promoted this transformation instead of the well-known N–H/O–H insertion, furnishing the corresponding triarylmethane compounds under mild conditions. The protocol features broad substrate scope, excellent chemo- and site-selective C–H bond functionalization, as well as non-noble metal catalysts.

Graphical abstract: Highly chemo- and site-selective C(sp2)–H bond functionalization of aniline and phenol derivatives with aryl/aryl diazo compounds

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Article information

Article type
Research Article
Submitted
08 Jan 2025
Accepted
19 Mar 2025
First published
19 Mar 2025

Org. Chem. Front., 2025, Advance Article

Highly chemo- and site-selective C(sp2)–H bond functionalization of aniline and phenol derivatives with aryl/aryl diazo compounds

Y. Wang, X. Wei, Y. Chen, Y. Liu and L. Liu, Org. Chem. Front., 2025, Advance Article , DOI: 10.1039/D5QO00051C

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