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 |
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Hauptverfasser: | , , |
Format: | Artikel |
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. |
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ISSN: | 1066-5285 1573-9171 |
DOI: | 10.1007/s11172-009-0328-4 |