Catalytic Dual 1,1-H-Abstraction/Insertion for Domino Spirocyclizations

被引：224

作者：

Qiu, Jiang-Kai ^{[1
,2
]}

Jiang, Bo ^{[1
]}

Zhu, Yi-Long ^{[1
,2
]}

Hao, Wen-Juan ^{[1
]}

Wang, De-Cai ^{[2
]}

Sun, Jun ^{[1
,2
]}

Wei, Ping ^{[2
]}

Tu, Shu-Jiang ^{[1
]}

Li, Guigen ^{[3
,4
]}

机构：

[1] Jiangsu Normal Univ, Jiangsu Key Lab Green Synthet Chem Funct Mat, Sch Chem & Chem Engn, Xuzhou 221116, Peoples R China

[2] Nanjing Tech Univ, Biotechnol & Pharmaceut Engn, Nanjing 210009, Jiangsu, Peoples R China

[3] Nanjing Univ, Collaborat Innovat Ctr Chem Life Sci, Inst Chem & BioMed Sci, Nanjing 210093, Jiangsu, Peoples R China

[4] Texas Tech Univ, Dept Chem & Biochem, Lubbock, TX 79409 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2015年 / 137卷 / 28期

关键词：

SP(3) C-H; BARBITURIC-ACIDS; REDUCTIVE CYCLIZATION; HETEROCYCLE SYNTHESIS; STRUCTURAL-ANALYSIS; BOND FORMATION; CYCLOISOMERIZATION; C(SP(3))-H; FUNCTIONALIZATION; ACTIVATION;

D O I：

10.1021/jacs.5b05735

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A catalytic domino spirocyclization of 1,7-enynes with simple cycloalkanes and Cyclo-1,3-dicarbonyls has been established via multiple C-C bond formations from alkynyl/alkenyl functions and dual alpha,alpha-C(sp(3))-H abstractibn/insertion The reaction involves addition, 6-exo-dig cyclization and radical coupling sequences under convenient catalytic conditions and provides a concise access to spiro cyclopenta[c]quinolines in good to excellent yields.

引用

页码：8928 / 8931

页数：4

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