One-pot efficient green synthesis of spirooxindole-annulated thiopyran derivatives via Knoevenagel condensation followed by Michael addition

被引:39
作者
Majumdar, K. C. [1 ,2 ]
Ponra, Sudipta [1 ]
Nandi, Raj Kumar [1 ]
机构
[1] Univ Kalyani, Dept Chem, Kalyani 741235, WB, India
[2] Tezpur Univ, Dept Chem Sci, Tezpur 784028, Assam, India
关键词
Multi-component reaction; Domino reaction; Indoline-2-thione; Isatin; Ethyl cyanoacetate; Malononitrile; Knoevenagel condensation; Michael addition; DIELS-ALDER REACTION; MULTICOMPONENT REACTIONS; REGIOSELECTIVE SYNTHESIS; CLAISEN REARRANGEMENT; AQUEOUS-MEDIUM; ORGANIC-SYNTHESIS; DOMINO REACTIONS; FUSED INDOLES; HETEROCYCLES; ANALOGS;
D O I
10.1016/j.tetlet.2012.01.099
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A green, operationally simple and highly efficient one-pot three-component approach for the synthesis of spiro[indoline-3,4'-thiopyrano[2,3-b]indole] derivatives has been developed by the domino reaction of indoline-2-thione, isatin and ethyl cyanoacetate or malononitrile in ethanol at 80 degrees C for just 20 min. The significant advantages of this protocol are short reaction time, excellent yields, operational simplicity and formation of three new bonds in one operation from easily available starting materials. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1732 / 1737
页数:6
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