
%0 Journal Article
%A Mcfadden, HG 
%A Huppatz, JL 
%A Halladay, PK 
%T Synthesis of Pyrazoles and Pyrazolo[1,5-a]pyrimidines From 3-Arylsulfonylaminoacrylates
%J Australian Journal of Chemistry
%D 1993/06/01
%V 46
%N 6
%P 873-886
%K 
%R https://doi.org/10.1071/CH9930873
%U https://www.publish.csiro.au/paper/CH9930873 
%X 3-Arylsulfonylaminopyrazole-4-carboxamides and -carboxylates were synthesized from 3-arylsulfonylamino-3-methylthiocyanoacrylate derivatives as potential herbicidal inhibitors of the enzyme acetohydroxyacetic acid synthase (AHAS). Some of these compounds were reacted further with acetylacetone, giving 3-arylsulfonylaminopyrazolo[1,5-a]pyrimidine-3-carboxamides by a novel route. During the synthesis of the 3-arylsulfonylaminopyrazole-4-carboxylates, the arylsulfonylamino group was observed to function as a leaving group. This phenomenon is of potential synthetic utility and was found to be sensitive to solvent and steric factors and was also observed with a methylsulfonylamino group. None of the compounds tested was biologically active. 
