Divergent Fluorinations of Vinylcyclopropanes: Ring-Opening 1,5-Hydrofluorination and Ring-Retaining 1,2-Difluorination

被引：0

作者：

Yang, Shuang ^{[1
]}

Wu, Jun-Yunzi ^{[1
]}

Lin, Shuang ^{[1
]}

Pu, Meicen ^{[2
]}

Huang, Zhi-Shu ^{[1
]}

Wang, Honggen ^{[1
]}

Li, Qingjiang ^{[1
]}

机构：

[1] Sun Yat sen Univ, Sch Pharmaceut Sci, Guangdong Prov Key Lab Chiral Mol & Drug Discovery, Guangzhou 510006, Peoples R China

[2] Southern Med Univ, Nanfang Hosp, Dept Endocrinol & Metab, Guangzhou 510515, Peoples R China

来源：

CHEMISTRY-AN ASIAN JOURNAL | 2023年 / 18卷 / 16期

基金：

中国国家自然科学基金;

关键词：

difluorination; hydrofluorination; Olah's reagent; ring-opening; vinylcyclopropane; VISIBLE-LIGHT; EXPANSION-FLUORINATION; C-C; FLUORIDE; METHYLENECYCLOPROPANES; FLUOROARYLATION; DIFLUORINATION; CYCLOPROPANES; CARBOCATIONS; PHENYL;

D O I：

10.1002/asia.202300476

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Organofluorine compounds have been widely used in pharmaceutical, agrochemical, and material sciences. Reported herein are divergent fluorination reactions of vinylcyclopropanes with different electrophiles, which allow the facile synthesis of homoallylic monofluorides and vicinal-difluorides through ring-opening 1,5-hydrofluorination and ring-retaining 1,2-difluorination, respectively. Both protocols feature mild conditions, simple operations, good functional group tolerance, and generally good yields. The practicality of these reactions is demonstrated by their scalability, as well as the successful conversion of the formed homoallylic monofluorides into other complex fluorinated molecules.

引用

页数：6

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