Issue 65, 2019

Heterocyclization involving benzylic C(sp3)–H functionalization enabled by visible light photoredox catalysis

Abstract

A general and efficient method for heterocyclization involving benzylic C(sp3)–H functionalization enabled by visible light photoredox catalysis to access a wide range of structurally diverse oxygen as well as nitrogen heterocycles up to a gram scale is reported. The potential application of this new methodology is demonstrated by the total synthesis of (−)-codonopsinine and (+)-centrolobine. Herein it is proposed that selectfluor, unlike a fluorinating reagent, acts as an oxidative quencher and a hydrogen radical acceptor.

Graphical abstract: Heterocyclization involving benzylic C(sp3)–H functionalization enabled by visible light photoredox catalysis

Supplementary files

Article information

Article type
Communication
Submitted
05 Jun 2019
Accepted
18 Jul 2019
First published
18 Jul 2019

Chem. Commun., 2019,55, 9689-9692

Heterocyclization involving benzylic C(sp3)–H functionalization enabled by visible light photoredox catalysis

G. Pandey, R. Laha and P. K. Mondal, Chem. Commun., 2019, 55, 9689 DOI: 10.1039/C9CC04287C

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