2012
DOI: 10.1007/s12039-012-0284-7
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Versatile three-component procedure for combinatorial synthesis of spiro-oxindoles with fused chromenes catalysed by L-proline

Abstract: An efficient synthesis of spiro-oxindoles is accomplished by a one-pot three-component condensation of isatin, malononitrile or cyanoacetic ester and naphthol in the presence of L-proline as a catalyst. This method is of great value because of its shorter reaction times, high yield, and easy processing.

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Cited by 13 publications
(2 citation statements)
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“…The main synthetic method for assembling of spiro[4H -pyran-oxindole] compounds is based on the three-component reactions of two (usually different) 1,3-dicarbonyl compounds, or alternatively their synthetic equivalents, with isatin derivatives. We and others investigated three-component reactions of isatins 114, malononitrile 240, phenyl-acetonitrile 241, methyl-, ethyl-and other cyanoacetates 242, and various 1,3-dicarbonyl compounds 243 to afford a series of spiroindolones 244 (Scheme 66)[132][133][134][135][136].…”
mentioning
confidence: 99%
“…The main synthetic method for assembling of spiro[4H -pyran-oxindole] compounds is based on the three-component reactions of two (usually different) 1,3-dicarbonyl compounds, or alternatively their synthetic equivalents, with isatin derivatives. We and others investigated three-component reactions of isatins 114, malononitrile 240, phenyl-acetonitrile 241, methyl-, ethyl-and other cyanoacetates 242, and various 1,3-dicarbonyl compounds 243 to afford a series of spiroindolones 244 (Scheme 66)[132][133][134][135][136].…”
mentioning
confidence: 99%
“…119 It is to be noted that the products obtained were racemic. L-proline did not take part in the generation of spiranic stereocenter.…”
Section: Scheme 67mentioning
confidence: 94%