Electric Literature of 10233-13-3, The transformation of simple hydrocarbons into more complex and valuable products via catalytic C¨CH bond functionalisation has revolutionised modern synthetic chemistry. 10233-13-3, Name is Isopropyl dodecanoate, SMILES is CCCCCCCCCCCC(OC(C)C)=O, belongs to esters-buliding-blocks compound. In a article, author is Ge, Jian-Tao, introduce new discover of the category.
The Oxidation of S-Acetyl by Nitrite: Mechanism and Application
Straightforward S-S bond formation via the oxidation of S-acetyl group by nitrite was observed and the mechanism was explored in this study. The observed reaction was found to be initiated via a S-nitrosylation followed by the S-S bond formation that accompanies nitrite oxide (NO) release. The reaction approach was further analyzed by quantum chemical studies, surpporting a mechanism of first generating nitrous ester. Unlike S-nitrosylation between thiols and nitrite proceeding at a strong alkaline condition due to the formation of hydroxyl anion, the S-nitrosylation between S-acetyl and nitrite proceed at a condition close to neutrality due to the formation of acetate instead. Using this reaction, per-O-acetylated glycosyl disulfides were obtained in high yields at mild condition. Furthermore, per-O-acetylated glycosyl 1-thiols were also efficiently prepared starting from per-acetylated 1-thio-glycoses in a one-pot reaction including the oxidation of S-acetyl group by nitrite and the reduction of disulfides.
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