Gold-Catalyzed Deacylative Cycloisomerization Reactions of 3-Acylindole/ynes: A New Approach for Carbazole Synthesis

被引:64
作者
Wang, Lu [1 ]
Li, Guijie [1 ]
Liu, Yuanhong [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
INTERMOLECULAR REACTIONS; INDOLES; ACTIVATION; ALKYNES; FRAGMENTATION; CONSTRUCTION; DERIVATIVES; PLATINUM;
D O I
10.1021/ol2012154
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of functionalized carbazoles through gold-catalyzed deacylative cycloisomerization of 3-acylindole/ynes is described. A mechanistic proposal for these transformations involving a novel carbonyl group facilitated heterolytic fragmentation upon the loss of an acylium ion intermediate is presented. The eliminated acylium ion species could be trapped by the organogold intermediate to afford acylcarbazoles.
引用
收藏
页码:3786 / 3789
页数:4
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