4.8 Article

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

Journal

ORGANIC LETTERS
Volume 18, Issue 18, Pages 4662-4665

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b02274

Keywords

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Funding

  1. National Science Foundation of China [21272096, 21472080, 21672089]
  2. Program for Changjiang Scholars and Innovative Research Team in University (PCSIRT) [IRT15R28]
  3. Fundamental Research Funds for the Central Universities [lzujbky-2016-50, lzujbky-2016-ct02]

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A C-C formation of an electron-rich N-hetero cycle with fluorinated alcohol is developed. Through this radical-triggered cross-dehydrogenatiye 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.

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