5006-35-9Relevant academic research and scientific papers
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.
A general synthesis of dioxolenone prodrug moieties
Sun, Chong-Qing,Cheng, Peter T.W.,Stevenson, Jay,Dejneka, Tamara,Brown, Baerbel,Wang, Tammy C.,Robl, Jeffrey A.,Poss, Michael A.
, p. 1161 - 1164 (2007/10/03)
A general method for the synthesis of dioxolenone prodrug moieties from appropriately substituted β-ketoesters is described. This novel and versatile sequence allows for the synthesis of alkyl- or aryl-substituted dioxolenone alcohols 8 or bromides 9. Coupling of the bromides 9 to prepare bis-dioxolenone phosphonate prodrug esters is also presented.
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.
