Oxidation of 2-Substituted Cycloalkanones with Cerium(IV) Sulfate Tetrahydrate in Alcohols and Acetic Acid
Oxidation of 2-Substituted Cycloalkanones with Cerium(IV) Sulfate Tetrahydrate in Alcohols and Acetic Acid
复制标题
四水合硫酸铈 (IV) 在醇和乙酸中氧化 2-取代环烷酮
DOI：
10.1246/bcsj.72.2515
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发表时间：
1999
影响因子：
4
通讯作者：
C. A. Horiuchi
中科院分区：
文献类型：
--
作者：
Liang‐Jun He;C. A. Horiuchi
2-取代环烷酮与四水合硫酸铈（CS）在醇和乙酸中反应，通过C（R）-C=O键的氧化断裂，分别得到含氧酸（80-96%）和含氧酸（78-96%）的烷基酯。在2-碘代环烷酮在甲醇中的情况下，以良好的产率获得二甲酯。5α-胆甾烷-3-酮与CS在甲醇中反应，以较好的产率生成2，3-开环衍生物的2-缩醛-3-酯。还讨论了铈（IV）和铜（II）盐的影响。
The reaction of 2-substituted cycloalkanones with cerium(IV) sulfate tetrahydrate (CS) in alcohols and acetic acid gave the corresponding alkyl esters of oxo acids (80—96%) and oxo acids (78—96%), respectively, by oxidative cleavage of the C(R)–C=O bond. In the case of 2-iodocycloalkanones in methanol, the dimethyl ester was obtained in good yield. A treatment of 5α-cholestan-3-one with CS in methanol produced 2-acetal 3-ester of 2,3-seco derivative in good yield. The effects of cerium(IV) and copper(II) salts are also discussed.