2-(((p-Nitrophenyl)sulfonyl)oxy)-3-keto Esters: Versatile Intermediates for the Preparation of 1,2,3-Tricarbonyl Compounds

Article abstract of DOI:10.1021/jo00296a047

The excellent leaving ability of the nosylate group and the high, differentiated functional group density in 2-(((p-nitrophenyl)sulfonyl)oxy)-3-keto esters, 1, suggested that they might serve as versatile precursors for the synthesis of other 1,2,3-trifunctionalized compounds.Reaction of 2-(nosyloxy)-3-keto esters with triethylamine gives 1,2,3-tricarbonyl compounds in high yields.The tricarbonyl compound can be reacted, without isolation, with nucleophiles to give heterocyclic products in excellent yields.