4.7 Article

Electrochemical Tandem Fluoroalkylation-Cyclization of Vinyl Azides: Access to Trifluoroethylated and Difluoroethylated N-Heterocycles

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JOURNAL OF ORGANIC CHEMISTRY
卷 85, 期 23, 页码 15708-15716

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c02213

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  1. National Science Foundation of China [NSFC-21672035, 21871046]

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A transition-metal- and oxidant-free electrochemical strategy for radical fluoroalkylation of vinyl azides was developed. The reaction was carried out under mild conditions by using inexpensive and bench-stable RfSO2Na (R-f = CF3, CF2H) as fluorination reagents. Depending on the starting material, both the electrochemical radical cyclization and dearomatization products could be obtained. This method provides a green and safe approach to synthesize fluorinated nitrogen heterocycles.

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