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Synthesis 2010(22): 3913-3917
DOI: 10.1055/s-0030-1258249
DOI: 10.1055/s-0030-1258249
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Efficient One-Pot Synthesis of Spirooxindole Derivatives Containing 1,4-Dihydropyridine-Fused-1,3-Diazaheterocycle Fragments via Four-Component Reaction
Further Information
Received
16 July 2010
Publication Date:
14 September 2010 (online)
Publication History
Publication Date:
14 September 2010 (online)
Abstract
An efficient, one-pot synthetic protocol toward spirooxindole derivatives containing 1,4-dihydropyridine-fused 1,3-diazaheterocycle fragments, a class of biologically active compounds starting from 1,1-bis(methylthio)-2-nitroethylene, 1,n-diamine, isatin, or its derivatives, and malononitrile is described. The reaction proceeds in ethanol in the presence of 10 mol% of piperidine as a basic catalyst under reflux conditions to produce the title compounds in 74-85% yields.
Key words
spirooxindole - 1,4-dihydropyridine - malononitrile - 1,n-diamine - 1,1-bis(methylthio)-2-nitroethylene - multicomponent reaction
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