N-Heterocyclic carbene palladium-catalyzed cascade annulation/alkynylation of 2-alkynylanilines with terminal alkynes

被引:27
作者
Li, Jianxiao [1 ]
Li, Can [1 ]
Ouyang, Lu [1 ]
Li, Chunsheng [1 ]
Wu, Wanqing [1 ]
Jiang, Huanfeng [1 ]
机构
[1] South China Univ Technol, Sch Chem & Chem Engn, Key Lab Funct Mol Engn Guangdong Prov, Guangzhou 510640, Peoples R China
基金
中国国家自然科学基金;
关键词
C-H ALKYNYLATION; CARBOXYLIC-ACIDS; DECARBOXYLATIVE ALKYNYLATION; SONOGASHIRA REACTIONS; PHOTOREDOX CATALYSIS; MOLECULAR-OXYGEN; C(SP(3))-H BONDS; ROOM-TEMPERATURE; GAMMA-LACTONES; BETA-CARBOLINE;
D O I
10.1039/c7ob01889d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A straightforward and highly effective N-heterocyclic carbene-palladium catalyzed cascade annulation/alkynylation of 2-alkynylanilines with terminal alkynes has been enabled to afford free (NH)-3-alkynylindole derivatives in moderate to good yields. This protocol features mild conditions, broad substrate scope, and high atom-and step- economy. Notably, the resultant 3-alkynylindoles could be conveniently transformed into a variety of functionalized indole scaffolds, thus illustrating their potential applications in synthetic and pharmaceutical chemistry.
引用
收藏
页码:7898 / 7908
页数:11
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