Three-component, four-centered, one-pot synthesis of 1-(arylethynyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole derivatives

被引:2
作者
Reddy, B. V. Subba [1 ]
Kota, Kavya [1 ,2 ]
Babu, R. Anji [1 ]
Khan, P. Rasvan [1 ]
Mukkanti, K. [2 ]
机构
[1] CSIR Indian Inst Chem Technol, Ctr Semiochem, Hyderabad 500007, Andhra Pradesh, India
[2] JNTU, Dept Chem, Hyderabad 500085, Andhra Pradesh, India
关键词
Three component reaction; Halocyclization; Cyclic iminium ion; Alkyne addition; Tetrahydrocarbolines; TETRAHYDRO-BETA-CARBOLINES; PICTET-SPENGLER REACTION; ASYMMETRIC-SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; MULTICOMPONENT REACTIONS; ALKALOIDS; TETRAHYDROISOQUINOLINES; CYCLIZATION; STRATEGIES; CHEMISTRY;
D O I
10.1016/j.tetlet.2017.04.008
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient three component, four-centered A3 coupling strategy has been developed for the synthesis of a novel series of 1-arylethynyl-tetrahydro-beta-carboline derivatives in good yields with high selectivity. This method is also useful for the preparation of 1-arylethynyl tetrahydroisoquinolines, which can be used for the synthesis of biologically active molecules such as homolaudanosine, dysoxyline, methopo-line and almorexant. The use of a readily available ZnCl2/Et3N reagent system makes this method simple, convenient and practical. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2088 / 2093
页数:6
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