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Synthesis of new 1,2,3-triazolo[1,5-a]quinazolinones

✍ Scribed by Nazariy T. Pokhodylo; Vasyl S. Matiychuk

Publisher
Journal of Heterocyclic Chemistry
Year
2010
Tongue
English
Weight
117 KB
Volume
47
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

magnified image Synthesis of novel 3‐substituted‐1,2,3‐triazolo[1,5‐a]quinazolinones in high yields was performed via anionic hetero‐domino reaction of appropriate substituted 2‐azidobenzoates prepared from isatines and acetonitriles activated by 1,3‐thiazole, 1,3‐benzothiazole, 1,3,4‐oxadiazole, and 1,2,4‐oxadiazole rings. It was shown that acetonitriles exhibited high reactivity and were convenient methylenic compounds for such reactions providing rapid structural variation. J. Heterocyclic Chem., (2010).

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✍ Dr. A. Messmer; Dipl.-Chem. O. Szimán 📂 Article 📅 1965 🏛 John Wiley and Sons 🌐 English ⚖ 118 KB 👁 1 views

With sodium borohydride in tetrahydrofuran/ethanol (5 : 1). the product ( I ) gives a 75 yield of a compound, m.p. 233 "C, that is identical with the recently prepared 2-(diphenylmethyl)imidaz0le[~1. When product ( I ) is boiled for 2 h in tetrahydrofuran/water (2: I ) it affords 2-(hydroxy-dipheny