Base-mediated ketenimine formation from N-sulfonylthioimidates for the synthesis of 5-amino-1-vinyl/aryl-1,2,3-triazoles.

ABSTRACT

N-Sulfonylthioimidate was converted to ketenimine under basic conditions. The reaction with vinyl/aryl azides was induced to cause dipolar cycloaddition to form 5-amino-1-vinyl/aryl-1,2,3-triazoles. The advantages of this method are high efficiency, structural diversity of products favorable yields and applicability to gram-scale operations.