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ChemInform Abstract: Ring Transformation of 3-Halo-4-methoxycoumarins into Pyrazoles with Hydrazines.

โœ Scribed by Hikari Morita; Kazuho Harada; Yoshihisa Okamoto; Kaname Takagi


Publisher
John Wiley and Sons
Year
2010
Weight
29 KB
Volume
30
Category
Article
ISSN
0931-7597

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โœฆ Synopsis


Ring Transformation of 3-Halo-4-methoxycoumarins into Pyrazoles with Hydrazines.

-Treatment of (I) with hydrazine at room temperature affords the pyrazoles (II). In the reaction of (I) with excess hydrazine and phenylhydrazine unexpected pyrazolinones (III) and (V), respectively, are obtained.


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Synthesis of Chiral 4-(ฯ‰-Hydroxyalkyl)pyrazolidin-3-ones by Ring-Chain Transformation of ฮฑ-Alkylidenelactones with Hydrazines. -This is the first access to optically active 4-(ฯ‰-hydroxyalkyl)pyrazolidin-3-ones. The lactone (IX), however, cannot be transformed into the corresponding pyrazolidinone.