A new convenient four-component synthesis of 6-amino-2H, 4H-pyrano[2,3-c]pyrazole-5-carbonitriles and one-pot synthesis of 6 ′-amino-5-cyano-1,2-dihydrospiro-[(3H)-indole-3,4 ′-(4 ′H)-pyrano[2,3-c]pyrazol]-2-ones

A new convenient method for the synthesis of 6-amino-2 H ,4 H -pyrano[2,3- c ]pyrazole-5-carbonitriles, namely, four-component condensation of carbonyl compounds (aromatic aldehydes, heterocyclic ketones), malononitrile, β-keto esters, and hydrazine hydrate in ethanol in the presence of triethylamin...

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Veröffentlicht in:Russian chemical bulletin 2009-11, Vol.58 (11), p.2362-2368
Hauptverfasser: Litvinov, Yu. M., Rodinovskaya, L. A., Shestopalov, A. M.
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Sprache:eng
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Zusammenfassung:A new convenient method for the synthesis of 6-amino-2 H ,4 H -pyrano[2,3- c ]pyrazole-5-carbonitriles, namely, four-component condensation of carbonyl compounds (aromatic aldehydes, heterocyclic ketones), malononitrile, β-keto esters, and hydrazine hydrate in ethanol in the presence of triethylamine as a catalyst, which occurs selectively, is developed. One-pot two-step modification of this method is proposed for the synthesis of spiro[(3 H )-indole-3,4 ′-(4′ H )-pyrano[2,3- c ]pyrazol]-2-ones.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-009-0328-4