A Free-Radical-Promoted Site-Specific Cross-Dehydrogenative-Coupling of N‑Heterocycles with Fluorinated Alcohols

A C–C formation of an electron-rich N-heterocycle with fluorinated alcohol is developed. Through this radical-triggered cross-dehydrogenative coupling strategy, a wide range of useful building blocks such as C3 hydroxyfluoroalkylated indoles and pyrroles can be site-specifically synthesized. Mechani...

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Bibliographic Details
Published in:Organic letters 2016-09, Vol.18 (18), p.4662-4665
Main Authors: Xu, Zhengbao, Hang, Zhaojia, Chai, Li, Liu, Zhong-Quan
Format: Article
Language:English
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Summary:A C–C formation of an electron-rich N-heterocycle with fluorinated alcohol is developed. Through this radical-triggered cross-dehydrogenative coupling strategy, a wide range of useful building blocks such as C3 hydroxyfluoroalkylated indoles and pyrroles can be site-specifically synthesized. Mechanistic studies indicate a single-electron-transfer initiated radical cycle would be involved.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.6b02274