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Synthesis of fluorine containing N-benzyl-1,2,3-triazoles and N-methyl-pyrazoles from conjugated alkynes

✍ Scribed by V.V.V.N.S. Rama Rao; B.P.V. Lingaiah; R. Yadla; P. Shanthan Rao; K. Ravikumar; G.Y.S.K. Swamy; K. Narsimulu

Publisher
Journal of Heterocyclic Chemistry
Year
2006
Tongue
English
Weight
499 KB
Volume
43
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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1, 3‐Dipolar‐cycloaddition reaction of fluoro substituted 3‐aryl‐propynenitriles 1 with benzyl azide 2 afforded the expected 3‐benzyl‐5‐aryl‐3__H__‐[1,2,3]triazole‐4‐carbonitrile 3 and 1‐benzyl‐5‐aryl‐1__H__‐[1,2,3]‐triazole‐4‐carbonitrile 4 in good yield. However, 1,3‐dipolar cycloaddition of diazomethane 5 with 3‐aryl‐propynenitriles 1 resulted in the exclusive formation of N‐methyl‐pyrazole derivatives 6 and 7.

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Copper-Catalyzed Synthesis of N-Unsubsti
Copper-Catalyzed Synthesis of N-Unsubstituted 1,2,3-Triazoles from Nonactivated Terminal Alkynes
✍ Tienan Jin; Shin Kamijo; Yoshinori Yamamoto 📂 Article 📅 2004 🏛 John Wiley and Sons 🌐 English ⚖ 86 KB 👁 1 views

## Abstract The [3+2] cycloaddition of nonactivated terminal alkynes and trimethylsilyl azide proceeded smoothly in the presence of Cu^I^ catalyst and DMF/MeOH, to give the corresponding __N__‐unsubstituted triazoles in good to high yields. The reaction most probably proceeds through the in situ fo