Photocatalytic Remote Oxyfluoroalkylation of Heteroalkynes: Regio-, Stereo-, and Site-Selective Access to Complex Fluoroalkylated (Z)-Alkenes

被引：47

作者：

Shang, Tianbo ^{[1
]}

Zhang, Junhua ^{[1
]}

Zhang, Yan ^{[1
]}

Zhang, Fang ^{[1
]}

Li, Xin-Sheng ^{[1
]}

Zhu, Gangguo ^{[1
]}

机构：

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

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 09期

基金：

中国国家自然科学基金;

关键词：

RADICAL TRANSLOCATION REACTIONS; C-H BONDS; CATALYZED TRIFLUOROMETHYLATION; OXIDATIVE TRIFLUOROMETHYLATION; PHOTOREDOX CATALYSIS; SYNTHETIC METHODS; FACILE SYNTHESIS; ALKENES; ALKYNES; EFFICIENT;

D O I：

10.1021/acs.orglett.0c01163

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A visible-light-induced remote oxyfluoroalkylation, including ketofluoroalkylation and hydroxytrifluoromethylation, of heteroalkynes is developed with dimethyl sulfoxide (DMSO) and H2O as the oxygen source, respectively. It provides a facile access to complex fluoroalkylated (Z)-alkenes in satisfactory yields with excellent regio-, stereo-, and site-selectivity. The reaction involves an uncommon vinyl radical-induced intermolecular C(sp(3))-H functionalization, thus offering a good platform for the development of remote difunctionalization of alkynes.

引用

页码：3667 / 3672

页数：6

共 6 条

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