Target cum Flexibility: Synthesis of Indolo[1,2-b]isoquinoline Derivatives via Cobalt-Catalyzed [2+2+2] Cyclotrimerization

被引:9
作者
Swami, Anuradha [1 ]
Ramana, Chepuri V. [1 ]
机构
[1] Natl Chem Lab, CSIR, Div Organ Chem, Pune 411008, Maharashtra, India
关键词
2+2+2] cyclotrimerization; cobalt; indole; indolo[1,2-b]-isoquinoline; pyridine; NUCLEOPHILIC-SUBSTITUTION; PROTOBERBERINE ALKALOIDS; ACETYLENE CYCLIZATIONS; INDOLE ALKALOIDS; METAL; TETRAHYDROISOQUINOLINE; CYCLOADDITION; ACCESS; STRATEGY; ROUTE;
D O I
10.1055/s-0034-1379950
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A modular approach for the synthesis of small molecules having the unnatural 6,11-dihydroindolo[1,2-b]isoquinoline tetracyclic core has been documented. An acid-catalyzed Friedel-Crafts-type C2-alkylation of N-propargyl indole with a suitably activated alkynol has been used to prepare the key indole-derived diynes. The cobalt-catalyzed [2+2+2] cyclotrimerization of these diynes has been studied with various internal/terminal alkynes and with nitriles.
引用
收藏
页码:604 / 608
页数:5
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