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A Concise One-Pot Synthesis of 3,4-Diaryl-1H-pyrazoles from Natural Isoflavones and Hydrazine Hydrate

✍ Scribed by Zun-Ting Zhang; Da-Jin Tan; Dong Xue

Publisher
John Wiley and Sons
Year
2007
Tongue
German
Weight
278 KB
Volume
90
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

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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