Reactions of Terpene Alcohols and Diols with Chlorine Dioxide in Dimethylformamide

被引：1
|
作者：
Frolova, L. L. [1 ]
Popov, A. V. [1 ]
Bezuglaya, L. V. [1 ]
Alekseev, I. N. [1 ]
Slepukhin, P. A. [2 ,3 ]
Kutchin, A. V. [1 ]
机构：
[1] Russian Acad Sci, Komi Res Ctr, Inst Chem, Ural Branch, Ul Pervomaiskaya 48, Syktyvkar 167982, Russia
[2] Russian Acad Sci, Postovskii Inst Organ Synth, Ural Branch, Ul S Kovalevskoi Akad Skaya 22-20, Ekaterinburg 620990, Russia
[3] Yeltsin Ural Fed Univ, Ul Mira 19, Ekaterinburg 620002, Russia
来源：
RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2016年 / 86卷 / 03期
关键词：
terpene alcohols; diols; alpha-chloroketones; alpha-chlorohydroxyketones; chlorine dioxide; selectivity; ONE-POT SYNTHESIS; KETONES; OXIDATION; ACID; CONVERSION; SELENIUM;
D O I：
10.1134/S107036321603018X
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The system chlorine dioxide-dimethylformamide in combination with or without a catalytic amount of MoCl5, CeCl3, ZrOCl2, or VO(acac)(2) induces oxidative chlorination of a number of bicyclic terpene alcohols and vicinal diols. 2 alpha-Chloropinan-3-one, 3 alpha-chloro-10 beta-pinan-4-one, 5 alpha-chloro-3 alpha-hydroxycaran-4-one, 5 beta-chloro-3 beta-hydroxycaran-4-one, and 4 alpha-chloro-2 alpha-hydroxypinan-3-one were thus synthesized in good preparative yields.
引用
收藏
页码：613 / 621
页数：9
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