5006-35-9Relevant articles and documents
Oxone-promoted hydration of electron-deficient allenic esters and ketones into 1,3-dicarbonyl compounds
Yi, Yu-Ping,Zheng, Yan,Nie, Jing,Ma, Jun-An
, p. 4523 - 4526 (2015/06/30)
Abstract A novel and mild protocol for the hydration of electron-deficient allenic esters and ketones into various 1,3-dicarbonyl compounds is described. The hydration of allenes promoted by oxone in DMF afforded the corresponding products in moderate to good yields. This work features the employment of only a catalytic amount of inexpensive and nontoxic solid reagent oxone (2KHSO5·KHSO4·K2SO4), avoiding the utility of toxic metals or traditional Br?nsted acids, in a green version of viewpoint. A possible reaction mechanism for this transformation is also primarily proposed.
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.