Litcius/Paper detail

Ni(I)-Catalyzed Hydroxylation of Aryl Halides with Water under Thermal Catalysis

Liu Yang, Yonggang Yan, Ni Cao, Jing Hao, Gang Li, Wei Zhang, Rui Cao, Chao Wang, Jianliang Xiao, Dong Xue

2022Organic Letters25 citationsDOI

Abstract

A highly efficient hydroxylation of (hetero)aryl halides using water as a hydroxyl source via Ni catalysis promoted by PhSiH3 under thermal catalysis is reported. This methodology provides a general procedure to obtain diverse multifunctional pharmaceutically phenols and polyphenols, some of which are proven challenging to be synthesized using literature methods. Mechanism studies demonstrated that the addition of PhSiH3 led to the generation of active Ni(I) species, which catalyze the hydroxylation via a Ni(I)–Ni(III) pathway.

Topics & Concepts

HydroxylationChemistryCatalysisArylHalidePhenolsCombinatorial chemistryOrganic chemistryEnzymeAlkylCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsOxidative Organic Chemistry Reactions