A Concise One‐Pot Synthesis of 3,4‐Diaryl‐1 H ‐pyrazoles from Natural Isoflavones and Hydrazine Hydrate
An efficient protocol has been developed for the preparation of a series of new 3,4‐diaryl‐1 H ‐pyrazoles, potential pharmacological and agricultural targets, by the reaction of hydrazine hydrate with different natural isoflavones or their derivatives. The target compounds were obtained in good‐to‐e...
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Veröffentlicht in: | Helvetica chimica acta 2007-11, Vol.90 (11), p.2096-2108 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | An efficient protocol has been developed for the preparation of a series of new 3,4‐diaryl‐1
H
‐pyrazoles, potential pharmacological and agricultural targets, by the reaction of hydrazine hydrate with different natural isoflavones or their derivatives. The target compounds were obtained in good‐to‐excellent yields (80–95%;
Table 2
) under fairly mild reaction conditions (80°) tolerating various functional groups. The new compounds were fully characterized, and the single‐crystal X‐ray structures of 3,5‐diethoxy‐2‐[4‐(4‐ethoxyphenyl)‐1
H
‐pyrazol‐3‐yl]phenol (
26
) and of the peracetylated compound 2‐{1‐acetyl‐4‐[4‐acetoxy‐3‐(diacetylamino)phenyl]‐1
H
‐pyrazol‐3‐yl}‐5‐acetoxyphenyl acetate (
35
) were solved (
Figure
). |
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ISSN: | 0018-019X 1522-2675 |
DOI: | 10.1002/hlca.200790217 |