Anti-Markovnikov radical hydroxychlorination of alkenes enabled by amine-promoted chlorine radical generation

Renhua Su; Duoduo Xiao; Yanfu Jiang; Xian Jiang; Jiantao Zhang; Yaju Chen; Weibing Liu

doi:10.1039/d6cc01245k

January 1, 2026Chemical Communications

Anti-Markovnikov radical hydroxychlorination of alkenes enabled by amine-promoted chlorine radical generation

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Key Points

To develop a method for the regioselective synthesis of β-chlorohydrins from alkenes using chlorine radicals.
Utilized 1,1,2,2-tetrachloroethane (TCE) as a chlorine donor
Employed TBHP to promote chlorine radical generation
Conducted reactions under mild conditions without transition metals
Successfully synthesized β-chlorohydrins from various alkenes
Demonstrated regioselectivity towards the anti-Markovnikov product
Achieved reactions under mild, unexplored conditions

Implication

This protocol demonstrates regioselective synthesis of β-chlorohydrins in alkenes, suggesting a new radical approach.

Abstract

A transition-metal-free protocol for the regioselective synthesis of β-chlorohydrins from alkenes, 1,1,2,2-tetrachloroethane (TCE) and TBHP was developed under mild conditions. This method employs TCE as a chlorine atom donor and...

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Cite This Study

Su et al. (2026) studied this question.

synapsesocial.com/papers/69e3215140886becb6540915 https://doi.org/10.1039/d6cc01245k

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Anti-Markovnikov radical hydroxychlorination of alkenes enabled by amine-promoted chlorine radical generation

Key Points

Implication

Abstract

Discussion

Cite This Study

Anti-Markovnikov radical hydroxychlorination of alkenes enabled by amine-promoted chlorine radical generation

Key Points

Implication

Abstract

Discussion

Cite This Study

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