Markovnikov Hydrochlorination of Unactivated Alkenes with FeCl3 via a HAT/XAT Sequence
Zhefeng Li1, Ge Zeng1, Yequan He1
1College of Chemistry & Materials Engineering, Wenzhou University, Wenzhou 325035, China.
Abstract:
Hydrochlorination of alkenes is a practical strategy for accessing organic chlorides. Herein, we report the hydrochlorination of unactivated alkenes via a hydrogen atom transfer/halogen atom transfer process using earth-abundant and biocompatible FeCl3 as a chlorine source under extraordinarily mild reaction conditions. The protocol is easy to operate with notable features such as excellent chemoselectivity, remarkable efficiency, a broad substrate scope, and good functional group tolerance. Importantly, the synthetic utility is highlighted by scaled-up reactions, late-stage derivatizations of products, and the modification of sulfonamides.
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