Electrochemical-Oxidation-Promoted Direct N-ortho-Selective Difluoromethylation of Heterocyclic N-Oxides

Dong Zhang, Jinlin Cai, Jinze Du, Qingdong Wang, Jinming Yang, Rongqing Geng, Zheng Fang, Kai Guo

Research output: Contribution to journalArticlepeer-review

21 Scopus citations

Abstract

An efficient and green electrochemical N-ortho-selective difluoromethylation method of various quinoline and isoquinoline N-oxides has been developed. In this method, sodium difluoromethanesulfinate (HCF2SO2Na) was used as the source of the difluoromethyl moiety, and various N-ortho-selective difluoromethylation quinoline and isoquinoline N-oxides were obtained in good to excellent yields under a constant current. In addition, the reaction was easy to scale up and maintained a good yield. Preliminary mechanism studies suggested that the reaction undergoes a free-radical addition and hydrogen elimination pathway.

Original languageEnglish
Pages (from-to)1434-1438
Number of pages5
JournalOrganic Letters
Volume24
Issue number7
DOIs
StatePublished - 25 Feb 2022

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