13603-60-6Relevant articles and documents
A simple and high yield general route to methyl α-oxo thiolcarboxylates
Degani, Iacopo,Dughera, Stefano,Fochi, Rita,Gatti, Antonella
, p. 467 - 469 (1996)
Methyl α-oxo thiolcarboxylates (aliphatic, aromatic and heteroaromatic) are obtained in good to excellent yields by hydrolysis of the corresponding trimethyl α-oxo trithioorthoesters with N-bromosuccinimide in aqueous THF or with HgO/35% aqueous HBF4
Nature of the Nucleophilic Oxygenation Reagent Is Key to Acid-Free Gold-Catalyzed Conversion of Terminal and Internal Alkynes to 1,2-Dicarbonyls
Dubovtsev, Alexey Yu.,Shcherbakov, Nikolay V.,Dar'in, Dmitry V.,Kukushkin, Vadim Yu.
, p. 745 - 757 (2020/02/04)
2,3-Dichloropyridine N-oxide, a novel oxygen transfer reagent, allows the conductance of the gold(I)-catalyzed oxidation of alkynes to 1,2-dicarbonyls in the absence of any acid additives and under mild conditions to furnish the target species, including those derivatized by highly acid-sensitive groups. The developed strategy is effective for a wide range of alkyne substrates such as terminal- and internal alkynes, ynamides, alkynyl ethers/thioethers, and even unsubstituted acetylene (40 examples; yields up to 99%). The oxidation was successfully integrated into the trapping of reactive dicarbonyls by one-pot heterocyclization and into the synthesis of six-membered azaheterocycles. This synthetic acid-free route was also successfully applied for the total synthesis of a natural 1,2-diketone.
Oxidative Thioesterification of Alkenes Mediated by 1,3-Dibromo-5,5-dimethylhydantoin and DMSO for the Synthesis of α-Ketothioesters
Hua, Jiawei,Xu, Jiaqi,Xu, Jia,Zhou, Bochao,Zhang, Dong,Yang, Zhao,Fang, Zheng,Guo, Kai
, p. 4056 - 4060 (2019/07/03)
A simple and mild approach for the synthesis of α-ketothioesters via 1,3-Dibromo-5,5-dimethylhydantoin (DBH)/DMSO mediated oxidative thioesterification of alkenes has been developed. Various of α-ketothioesters products were produced in moderate to good y
Iodine-DMSO-promoted divergent reactivities of arylacetylenes
Rather, Suhail A.,Kumar, Atul,Ahmed, Qazi Naveed
, p. 4511 - 4514 (2019/04/26)
An unprecedented set of efficient, economical, atom-economic and exceedingly selective I2-DMSO-promoted methods is described for the generation of different structures. The reaction represents the first of its kind, involving the use of different iodine concentrations, temperatures, acids and salt to adjust the selectivity for the synthesis of different alkenes, α-functionalized ketones and α-ketomethylthioesters.
UTILIZATION OF METHYLTHIOMETHYL p-TOLYL SULFONE IN ORGANIC SYNTHESIS
Ogura, Katsuyuki,Yahata, Nobuhiro,Hashizume, Kimitoshi,Tsuyama, Koichi,Takahashi, Kazumasa,Iida, Hirotada
, p. 767 - 770 (2007/10/02)
Methylthiomethyl p-tolyl sulfone was found to be one of the useful reagents for preparation of various organic compounds such as S-methyl α-ketocarbothioates, carboxylic esters, five- and six-membered cycloalkanones, and α-methoxy-α-arylacetic esters.