Tertiary‐Alcohol‐Directed Functionalization of Remote C(sp 3 )−H Bonds by Sequential Hydrogen Atom and Heteroaryl Migrations | Zendy

Wu Xinxin | Zendy; Wang Mingyang | Zendy; Huan Leitao | Zendy; Wang Dongping | Zendy; Wang Jinwei | Zendy; Zhu Chen | Zendy

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Tertiary‐Alcohol‐Directed Functionalization of Remote C(sp 3 )−H Bonds by Sequential Hydrogen Atom and Heteroaryl Migrations

Author(s) -

Wu Xinxin,

Wang Mingyang,

Huan Leitao,

Wang Dongping,

Wang Jinwei,

Zhu Chen

Publication year - 2018

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201709025

Subject(s) - chemistry , alcohol , alkyl , surface modification , alkoxy group , hydrogen atom , hydrogen bond , radical , photocatalysis , photochemistry , functional group , medicinal chemistry , combinatorial chemistry , stereochemistry , catalysis , molecule , organic chemistry , polymer

Reported for the first time is a tertiary‐alcohol‐guided heteroarylation of remote C(sp 3 )−H bonds. The mild and direct generation of alkoxyl radicals from alcohols is enabled by visible‐light photocatalysis. A remote hydrogen atom and heteroaryl migration sequence are involved in the reaction. Many sensitive groups remain intact in the reaction, thus illustrating wide functional‐group compatibility. This protocol provides a practical strategy for the late‐stage modification of alkyl ketones.

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