Electrochemically Promoted Oxydifluoroethylation of Alkenes for the Synthesis of Difluoroethylated Benzoxazines and Lactones

Author:

Tian Yunfei1ORCID,Zheng Luping1,Yang Yuting1,Liu Jiayi1,Jing Zihan1,Li Zejiang2ORCID,Fu Weijun1

Affiliation:

1. College of Chemistry and Chemical Engineering Key Laboratory of Fuction-Oriented Porous Materials of Henan Province Luoyang Normal University Luoyang Henan 471934 People's Republic of China

2. Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education College of Chemistry and Materials Science Key Laboratory of Chemical Biology of Hebei Province Hebei University Baoding Hebei 071002 People's Republic of China

Abstract

AbstractAn electrochemical oxydifluoroethylation of alkenes involving the anodic oxidative generation of MeCF2 radical has been achieved, which enabled to construct diversified difluoroethylated benzoxazines and lactones in 35–87% yields. Moreover, the developed protocol was also extended to the synthesis of cyclopropyldifluoromethylated benzoxazines. Detailed mechanistic studies indicated the reaction underwent a radical process concerned with tandem C−CF2R and C−O bond formation.

Funder

Natural Science Foundation of Henan Province

National Natural Science Foundation of China

Natural Science Foundation of Hebei Province

Publisher

Wiley

Subject

General Chemistry

Cited by 2 articles. 订阅此论文施引文献 订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献

1. Difluoroethylation Reactions of Organic Compounds;European Journal of Organic Chemistry;2024-01-22

2. Photopromoted Free Radical Silylation of 2-Aryl-2H-indazoles with Silanes;The Journal of Organic Chemistry;2023-11-16

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