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Click Chemistry on Polymer Support: Synthesis of 1-Vinyl- and 1-Allyl-1,2,3-triazoles via Selenium Linker
Authors:Qiu-Ying Wang  Wu-Sheng Sheng  Yan Li  Ming-Zhong Cai
Affiliation:Key Laboratory of Functional Small Organic Molecule, Ministry of Education , Jiangxi Normal University , Nanchang , China
Abstract:Polystyrene-supported 2-azidoethyl phenyl selenide and 3-azidopropyl phenyl selenide reagents have been developed and applied to the traceless solid-phase organic synthesis of 1-vinyl- and 1-allyl-1,2,3-triazoles by CuI-mediated azide–alkyne cycloadditions and subsequent cleavage from the polymer support through oxidation–elimination reaction with 30% hydrogen peroxide. The advantages of this method include straightforward operation, good yield and purity of the products, and good stability and lack of odor for the reagents.
Keywords:1-Allyl-1,2,3-triazoles  click chemistry  oxidation–elimination  resin-bound 2-azidoethyl phenyl selenide  resin-bound 3-azidopropyl  solid-phase organic synthesis  1-vinyl-1,2,3-triazoles
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