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Visible <scp>Light‐Induced</scp> C‐5 Selective C—H Radical Borylation of Imidazo[1,2‐<i>a</i>]pyridines with <scp>NHC‐Boranes</scp>

Huitao Zheng, Lu Hao, Chaobo Su, Runlong Yang, Limin Zhao, Xiang Liu, Hua Cao

2022Chinese Journal of Chemistry28 citationsDOI

Abstract

Comprehensive Summary A visible‐light‐induced C‐5 selective C—H borylation of imidazo[1,2‐ a ]pyridines with NHC‐BH 3 via Minisci‐type radical borylation reaction has been developed for the first time. The present sustainable protocol provides a new family of regioselectively C5‐borylated imidazopyridines that would otherwise be difficult to prepare. It is a supplement to site‐selective borylation of azines (nitrogen‐containing aromatic heterocycles) and the assembly of sp 2 carbon‐boron bond.

Topics & Concepts

BorylationChemistryBoranesBoronMedicinal chemistryVisible spectrumAdductPhotochemistryCombinatorial chemistryOrganic chemistryArylPhysicsOptoelectronicsAlkylOrganoboron and organosilicon chemistryCatalytic C–H Functionalization MethodsRadical Photochemical Reactions