66343-95-1Relevant academic research and scientific papers
A new efficient synthesis of α-methyl-β-ketoesters through an Eschenmoser sulfide reaction
Bellec, Christian,Gaurat, Olivier
, p. 1289 - 1293 (2007/10/03)
Various α-methyl-β-ketoesters were readily synthesized through Eschenmoser condensation of thioamides with a commercially available bromoester. β-Enaminoesters were easily prepared through this sulfide contraction reaction and were hydrolysed to afford the corresponding β-ketoesters in moderate to good yields.
Versatile β-Keto Ester and β-Keto Nitrile Synthesis through Sulfide Contraction.
Shiosaki, Kazumi,Fels, Gregor,Rapoport, Henry
, p. 3230 - 3234 (2007/10/02)
A versatile and efficient synthesis for various β-keto esters, including those which are α substituted, is described.The α-thio iminium salt prepared from a thioamide and a primary or secondary alkylating agent is subjected to sulfur extrusion upon addition of base and a phosphine thiophile, and the result is an enamino ester which may be hydrolyzed to the desired β-keto ester.The method is also applicable to the preparation of various substituted β-keto nitriles.
