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

ABSTRACT

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.

GRAPHICAL ABSTRACT

KEYWORDS:

• Click chemistry
• elimination reaction
• solid-phase organic synthesis
• polystyrene-supported but-3-ynyl sulfonate
• 4-vinyl-1,2,3-triazoles