Gold-Catalyzed Synthesis of 3-Arylindoles via Annulation of Nitrosoarenes and Alkynes

被引:53
作者
Murru, Siva [1 ]
Gallo, August A. [1 ]
Srivastava, Radhey S. [1 ]
机构
[1] Univ Louisiana Lafayette, Dept Chem, Lafayette, LA 70504 USA
来源
ACS CATALYSIS | 2011年 / 1卷 / 01期
关键词
annulation; 3-arylindole; alkynes; nitrosoarenes; gold catalysis; ONE-POT SYNTHESIS; ALLYLIC AMINATION; REDUCTIVE ANNULATION; EFFICIENT SYNTHESIS; INDOLE ALKALOIDS; DRUG LEADS; CONSTRUCTION; DERIVATIVES; CHEMISTRY; MECHANISM;
D O I
10.1021/cs100024n
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
We have successfully developed a Au-catalyzed annulation method to produce substituted 3-arylindoles from the reaction of nitrosoarenes with arylsubstituted acetylenes under reductive conditions using sodium borohydride. Terminal alkynes reacted better than non-terminal ones with various substituted nitrosoarenes to afford regioselective 3-substituted indoles. This method is simple and straightforward and can be applied successfully to the synthesis of highly substituted indoles.
引用
收藏
页码:29 / 31
页数:3
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