ChemInform Abstract: Preparation of the Trianions of Acetylacetone and Acetoacetanilide and Their Reactions with Selected Electrophilic Reagents for the Synthesis of New Heterocyclic Compounds and Related Materials.

Abstract

The trianion salt (IV), prepared by reaction of acetylacetone (I) with NaH (II) and excess LDA (III), reacts with benzophenone (V) to give the dihydroxy diketone (VI).

Preparation of N-aryl-4-oxo-4H-1-benzothiopyran-2-acetamides from trilithiated acetoacetanilides and lithiated methyl thiosalicylate

“…In our initial study (16), we trilithiated acetoacetanilide and treated this intermediate with select electrophilic reagents in order to prepare new products such as chromone-2-acetamides (N-aryl-4-oxo-4H-1-benzopyran-2-acetamides). A part of the initial study dealt with the condensation-cyclization of trilithiated acetoacetanilide with lithiated salicylate esters.…”