Visible-Light-Induced Difluoroalkylation of 1-(Allyloxy)-2-(1-arylvinyl)benzenes and 1-(1-Arylvinyl)-2-(vinyloxy)benzenes: Synthesis of Bis-Difluoroalkylated Benzoxepines and 2H-Chromenes

被引：25

作者：

Zhou, Nengneng ^{[1
]}

Xia, Ziqin ^{[1
]}

Kuang, Kaimo ^{[1
]}

Xu, Qiankun ^{[1
]}

Zhao, Fangli ^{[1
]}

Wang, Lei ^{[1
]}

Zhang, Man ^{[1
]}

机构：

[1] Anhui Normal Univ, Coll Chem & Mat Sci, Key Lab Funct Mol Solids, Anhui Key Lab Mol Based Mat,Minist Educ, Wuhu 241000, Anhui, Peoples R China

来源：

ORGANIC LETTERS | 2022年 / 24卷 / 31期

基金：

中国国家自然科学基金;

关键词：

C-H DIFLUOROALKYLATION; CATALYZED DIFLUOROMETHYLATION; ACCESS; REARRANGEMENT; ANNULATION; CHROMENES; INDOLES; CASCADE;

D O I：

10.1021/acs.orglett.2c02314

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel visible-light-mediated difluoroalkylation of 1(allyloxy)-2-(1-arylvinyl)benzenes and 1-(1-arylvinyl)-2-(vinyloxy)benzenes for the synthesis of bis-difluoroalkylated benzoxepines and 2H-chromenes is developed. This method features mild reaction conditions, good regioselectivity, a wide substrate scope, good functional-group compatibility, and late-stage modification. Preliminary mechanistic studies reveal that the generation of the CF2CO2Et radical is more prone to reaction with the double bond of the aryl group.

引用

页码：5791 / 5796

页数：6

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