13603-60-6Relevant articles and documents
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Ogura,K. et al.
, p. 375 - 378 (1978)
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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
