Kazmierczak, Jean C.; Cargnelutti, Roberta; Barcellos, Thiago; Silveira, Claudio C.; Schumacher, Ricardo F. published the artcile< Selective synthesis of α-organylthio esters and α-organylthio ketones from β-keto esters and sodium S-organyl sulfurothioates under basic conditions>, Formula: C11H12O3, the main research area is alpha organylthio ester preparation; preparation alpha organylthio ketone; beta keto ester sodium organyl sulfurothioate CS bond formation; Bunte salts; C–C bond cleavage; α-alkylthio esters; α-alkylthio ketones; β-keto esters.
A selective method to prepare α-organylthio esters RSCH2C(O)OR1 [R = (CH2)3CH3, Bn, 4-MeC6H4CH2, etc.; R1 = Me, Et, cyclohexyl, etc.] and α-organylthio ketones R2C(O)CH2SCH2R3 [R2 = Me, Ph; R3 = Bn, 2-MeC6H4CH2, 2-ClC6H4CH2, 4-ClC6H4CH2, 4-F3CC6H4CH2] by the reaction of β-keto esters with sodium S-benzyl sulfurothioate or sodium S-alkyl sulfurothioate (Bunte salts) under basic conditions in toluene as the solvent at 100°C was developed. When 4 equiv of a base were used, a series of differently substituted α-thio esters were obtained with up to 90% yield. On the other hand, employing 2 equiv of a base, α-thio ketones were achieved after 18 h under air. Furthermore, after a shorter reaction time, the isolation of keto-enol tautomers was possible, revealing them as significant intermediates for the mechanism elucidation.
Beilstein Journal of Organic Chemistry published new progress about C-C bond cleavage. 94-02-0 belongs to class esters-buliding-blocks, and the molecular formula is C11H12O3, Formula: C11H12O3.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics