A Sequential One-Pot Protocol for the Synthesis of Dihydrobenzo[6,7]indolo[3′,4′:3,4,5]azepino[2,1-a]isoquinolines Using a Gold-Silver Combined Catalyst

被引:13
作者
Saifuddin, Mohammad [1 ]
Samala, Srinivas [1 ]
Krishna, Deevi G. Venkata [2 ]
Kundu, Bijoy [1 ,2 ,3 ]
机构
[1] CSIR Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226001, Uttar Pradesh, India
[2] CSIR Cent Drug Res Inst, Sophisticated Analyt & Instrumental Facil, Lucknow 226001, Uttar Pradesh, India
[3] Acad Sci & Innovat Res, New Delhi, India
来源
SYNTHESIS-STUTTGART | 2013年 / 45卷 / 11期
关键词
polyheterocycles; alkyne; indole; annulation; Lewis acid; regioselective; PICTET-SPENGLER REACTION; PROTEIN-KINASE-C; ISOQUINOLINE ALKALOIDS; CYCLOISOMERIZATION REACTIONS; 1,3-DIPOLAR CYCLOADDITION; BETA-PHENYLETHYLAMINES; 3-COMPONENT REACTION; INTERNAL ALKYNES; TERMINAL ALKYNES; TANDEM SYNTHESIS;
D O I
10.1055/s-0033-1338424
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A sequential one-pot protocol for the synthesis of indole-based peri-annulated polyheterocycles using trifluoroacetic acid and a gold-silver combined catalyst system is described. The reaction is thought to proceed via an imine formation-cationic pi-cyclization-alkyne activation-intramolecular hydroamination sequence to yield novel dihydrobenzo[6,7]indolo[3',4':3,4,5]azepino[2,1-a]isoquinolines in good yields.
引用
收藏
页码:1553 / 1563
页数:11
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