Versatile three-component synthesis of 2′-amino-1,2-dihydrospiro[(3H)-indole-3,4′-(4′H)-pyran]-2-ones

A versatile method for the synthesis of 2′-amino-1,2-dihydrospiro[(3 H )-indole-3,4′-(4′ H )-pyran]-2-ones has been suggested consisting in the three-component reaction of isatins, cyanoacetic acid derivatives, and α-methylenecarbonyl compounds (β-dicarbonyl compounds, activated phenols, and OH-subs...

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Veröffentlicht in:Russian chemical bulletin 2008-11, Vol.57 (11), p.2373-2380
Hauptverfasser: Mortikov, V. Yu, Litvinov, Yu. M., Shestopalov, A. A., Rodinovskaya, L. A., Shestopalov, A. M.
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Sprache:eng
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Zusammenfassung:A versatile method for the synthesis of 2′-amino-1,2-dihydrospiro[(3 H )-indole-3,4′-(4′ H )-pyran]-2-ones has been suggested consisting in the three-component reaction of isatins, cyanoacetic acid derivatives, and α-methylenecarbonyl compounds (β-dicarbonyl compounds, activated phenols, and OH-substituted heterocycles) in ethanol in the presence of triethylamine as a catalyst. The reaction proceeds selectively to form spiro[(3 H )-indole-3,4′-(4′ H )-pyrans].
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-008-0338-7