A new alpha-iodination of ketones using iodine-ammonium cerium(IV) nitrate in alcohol or acetic acid

被引：44

作者：

Horiuchi, CA

Kiji, S

机构：

[1] Department of Chemistry, Rikkyo (St. Paul's) University, Toshima-ku

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1997年 / 70卷 / 02期

关键词：

D O I：

10.1246/bcsj.70.421

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The direct alpha-iodination of various ketones using iodine-ammonium cerium(IV) nitrate in acetic acid or alcohol gave the corresponding alpha-iodo ketones in high yields. The effect of cerium salt on the iodination of ketones, and the iodination of 5 alpha-cholestan-3-one using several methods are also discussed. In the reaction of 3,3,5-trimethylcyclohexanone and unsymmetrical ketones, such as 2-hexanone and 2-heptanone, using methanol, ethanol, 1-propanol, and 2-propanol, the regioselective iodination product was obtained. In the case of bromination, the reaction of ketones with bromine and ammonium cerium(IV) nitrate also yielded the corresponding alpha-bromo ketones.

引用

收藏

页码：421 / 426

页数：6

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