4.4 Article

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

Journal

TETRAHEDRON LETTERS
Volume 53, Issue 14, Pages 1732-1737

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2012.01.099

Keywords

Multi-component reaction; Domino reaction; Indoline-2-thione; Isatin; Ethyl cyanoacetate; Malononitrile; Knoevenagel condensation; Michael addition

Funding

  1. CSIR (New Delhi)
  2. DST (New Delhi)

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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.

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