Sun, Xianwei published the artcile[1,4]-S- to O-Silyl Migration: Multicomponent Synthesis of α-Thio-Ketones through Chemoselective Transformation of Esters to Ketones with Organolithium Reagents, Recommanded Product: Ethyl 2-mercaptopropanoate, the publication is Chemistry – A European Journal (2013), 19(51), 17589-17594, database is CAplus and MEDLINE.
A [1,4]-S-to-O-silyl migration has been exploited to chemoselectively transform esters into ketones by using organolithium reagents, allowing a multicomponent synthesis of α-(thio)ketones. Mechanistic studies reveal that this migration proceeds in an intramol. manner and is more favorable than a corresponding [1,5]-S-to-O-silyl migration and [1,3]-C-to-O-silyl migration. The resulting α-(thio)alkanone derivatives are valuable building blocks for the synthesis of cyclic or multifunctionalized organosulfur compounds The synthesis of the target compounds was achieved using [(trimethylsilyl)thio]alkanoic acid esters and (alkyl)lithium compounds and alkyl bromides, allyl bromides, iodomethane, propargyl bromide, 2-(bromomethyl)oxirane, 7-oxabicyclo[4.1.0]heptan-2-one (cyclohexene epoxide), etc. as starting materials. The title compounds thus formed included 1-[(phenylmethyl)thio]-2-hexanone, 1-(methylthio)-2-hexanone, 1-[(2-propenyl)thio]-2-propanone, 1-phenyl-2-[(2-propenyl)thio]ethanone, dihydro-3(2H)-thiophenone derivatives The application of this strategy toward a reaction of (thioalkyl)alkanone with amines was demonstrated by the synthesis of 3-(alkylthio)-1H-indole derivatives (Gassman indolization).
Chemistry – A European Journal published new progress about 19788-49-9. 19788-49-9 belongs to esters-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Ester, name is Ethyl 2-mercaptopropanoate, and the molecular formula is C23H43NP2, Recommanded Product: Ethyl 2-mercaptopropanoate.
Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics