2-(((PARA-NITROPHENYL)SULFONYL)OXY)-3-KETO ESTERS - VERSATILE INTERMEDIATES FOR THE PREPARATION OF 1,2,3-TRICARBONYL COMPOUNDS

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. © 1990, American Chemical Society. All rights reserved.