Visible-Light-Induced Monofluoroalkenylation and gem- Difluoroallylation of Inactivated C(sp3)-H Bonds via 1,5-Hydrogen Atom Transfer (HAT)

被引：10

作者：

Bao, Yanyang ^{[1
]}

Tang, Meifang ^{[1
]}

Wang, Qing ^{[1
]}

Cao, Zhong-Yan ^{[2
]}

Wang, Yanan ^{[1
]}

Yuan, Zheliang ^{[1
]}

机构：

[1] Zhejiang Normal Univ, Coll Chem & Mat Sci, Key Lab Minist Educ Adv Catalysis Mat, Jinhua 321004, Peoples R China

[2] Henan Univ, Coll Chem & Chem Engn, Kaifeng 475004, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 06期

基金：

中国国家自然科学基金;

关键词：

ALPHA-FLUOROALKENYLATION; FUNCTIONALIZATION; ACTIVATION;

D O I：

10.1021/acs.joc.3c00144

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The direct monofluoroalkenylation of C(sp3)-H bonds is of great importance and quite challenging. Current methods have been restricted to the monofluoroalkenylation of activated C(sp3)-H bonds. Here, we reported the photocatalyzed C(sp3)-H monofluoroalkenylation of inactivated C(sp3)-H bonds with gem-difluoroalkenes via 1,5-hydrogen atom transfer. This process shows good functional group tolerance, such as halides (F, Cl), nitrile, sulfone, ester, and pyridine, and good gamma-selectivity. Moreover, this method succeeds in the photocatalyzed gem-difluoroallylation of inactivated C(sp3)-H with alpha-trifluoromethyl alkenes.

引用

页码：3883 / 3896

页数：14

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