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Simple synthesis of 1-substituted-4-vinyl-1,2,3-triazoles based on polystyrene-supported sulfonyl chloride

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Version 2 2016-02-06, 20:28
Version 1 2015-12-23, 10:05
journal contribution
posted on 2016-02-06, 20:28 authored by Zhe Wang, Shou-Ri Sheng, Mei-Hong Wei, Xiao-Ling Liu

Polystyrene-supported but-3-ynyl sulfonate reagent has been developed and applied to the traceless solid-phase organic synthesis of 1-substituted-4-vinyl-1,2,3-triazoles by CuI-promoted 1,3-dipolar cycloaddition reaction with various organic azides and subsequent cleavage from the polymer support through elimination reaction mediated by 1.8-diazabicyclo[5,4,0]undec-7-ene (DBU). The advantages of this new synthetic method include simple operation and moderate to good yields of the products, as well as good stability of the reagent.

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