Visible-Light-Induced Radical Tandem Aryldifluoroacetylation of Cinnamamides: Access to Difluoroacetylated Quinolone-2-ones And 1-Azaspiro[4.5]decanes

被引：90

作者：

Gu, Zhangxi ^{[1
]}

Zhang, Honglin ^{[1
]}

Xu, Pan ^{[1
]}

Cheng, Yixiang ^{[1
]}

Zhu, Chengjian ^{[1
,2
]}

机构：

[1] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Coordinat Chem, Nanjing 210093, Jiangsu, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2015年 / 357卷 / 14-15期

基金：

美国国家科学基金会;

关键词：

aryldifluoroacetylation; cyclization; dearomatization; photoredox catalytic reaction; synthetic methods; PHOTOREDOX CATALYSIS; DEAROMATIZATION ACCESS; TRIFLUOROMETHYLATION; CYCLIZATION; CONVENIENT; ACIDS; TETRAHYDROISOQUINOLINES; 4-ARYL-2-QUINOLONES; DIFLUOROMETHYLATION; DIFLUOROALKYLATION;

D O I：

10.1002/adsc.201500514

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A visible light-mediated difluoroacetylation of cinnamamides with ethyl bromodifluoroacetate as a CF2 radical precursor is described. The reaction incorporates tandem cyclization or cyclization/dearomatization processes. The latter process occurs when there is a p-RO substituent on the aniline. This protocol affords straightforward new routes to separately synthesize quinoline-2-ones and spiro[4.5]decanes in moderate to good yields.

引用

页码：3057 / 3063

页数：7

共 74 条

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