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An Efficient One-Pot, Four-Component Synthesis of {[(1H-1,2,3-Triazol-4-yl)methoxy]phenyl}-1H-pyrazolo[1,2-b]phthalazine-5,10-dione Derivatives

✍ Scribed by Laleh Torkian; Minoo Dabiri; Peyman Salehi; Morteza Bararjanian

Publisher
John Wiley and Sons
Year
2011
Tongue
German
Weight
234 KB
Volume
94
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

The 1‐{[(1__H__‐1,2,3‐Triazol‐4‐yl)methoxy]phenyl}‐1__H__‐pyrazolo[1,2‐b]phthalazine‐5,10‐dione derivatives 5 were synthesized by a simple and efficient method, i.e., by the four‐component, one‐pot condensation reaction of phthalohydrazide 4, a (propargyloxy)benzaldehyde 1, an active methylene compound 3 (malononitrile or ethyl cyanoacetate), and an azide 2 in the presence of Cu(OAc)~2~/sodium L‐ascorbate as catalyst and 1‐methyl‐1__H__‐imidazolium trifluoroacetate (Hmim) as an ionic‐liquid medium in good to excellent yields (Scheme 1).

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✍ Mehdi Adib; Mohammad Hosein Sayahi; Niusha Mahmoodi; Hamid Reza Bijanzadeh 📂 Article 📅 2006 🏛 John Wiley and Sons 🌐 German ⚖ 69 KB 👁 1 views

## Abstract The reactive 1 : 1 zwitterionic intermediate formed by the addition of isocyanides to dialkyl acetylenedicarboxylates was trapped with 4‐arylurazoles to produce the highly functionalized pyrazolo[1,2‐__a__][1,2,4]triazoles **5** in good yields (__Table__). The structures of the products