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
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
收藏
页码:8928 / 8931
页数:4
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