Synthesis of Purine‐based Triazoles by Copper (I)‐catalyzed Huisgen Azide–Alkyne Cycloaddition Reaction. (13th October 2017)

• Record Type: Journal Article
• Authors: Kapadiya, Khushal; Jadeja, Yashwantsinh; Khunt, Ranjan
• Is Part Of: Journal of heterocyclic chemistry. Volume 55:Number 1(2018)
• Page Start: 199
• Page End: 208
• Publication Date: 2017-10-13
• Subjects: Heterocyclic compounds -- Periodicals; 547.59
• DOI: 10.1002/jhet.3025
• Languages: English
• ISSNs: 0022-152X

Abstract

Abstract : An efficient protocol for the synthesis of substituted 1, 2, 3‐triazol‐9 H ‐purines via copper (I)‐catalyzed click chemistry of 2, 6‐dichloropurine with aromatic azide has been reported. A wide range of 1, 4‐disubstituted triazoles ( N ‐9 substituted purines) was accessible in good‐to‐excellent yields with remarkable functional group tolerance. The base‐catalyst ratio was tuned to achieve optimum reaction condition (>95% conversion and purity in most cases). Furthermore, the structure of4i has been unambiguously assigned by X‐ray crystallographic study to yield structural information on the 1, 3‐dipoles entering the reaction. Abstract :