Litcius/Paper detail

Metal-Free <i>ortho</i>-Selective C–H Borylation of 2-Phenylthiopyridines Using BBr<sub>3</sub>

Gaorong Wu, Binghan Pang, Yangyang Wang, Yan Li, Lu Chen, Tao Ma, Yafei Ji

2021The Journal of Organic Chemistry28 citationsDOI

Abstract

A novel route for ortho-selective C–H borylation of 2-phenylthiopyridines using BBr3 as the boron source under metal-free conditions has been reported. The reaction exhibited site exclusivity, and the synthesized aryl boronates were freely converted to various useful intermediates. Thus, this facile method would be beneficial to synthesize structurally diversified phenylthioethers derivatives and other materials containing boron-nitrogen coordination.

Topics & Concepts

BorylationChemistryBoronArylMetalCombinatorial chemistryOrganoboron compoundsNitrogenOrganic chemistryAlkylOrganoboron and organosilicon chemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions