Prostanoids:: LXXVI.: Synthesis and specific features of reductive dechlorination with the system Zn-NH4Cl-MeOH of some 3-N-, O-, S-, Cl-, and alkyl-substituted 2-chloro-4,4-ethylenedioxycyclopent-2-en-1-ones ozonolysis of 3-caren-5-one

被引：3

作者：

Akhmetvaleev, RR ^{[1
]}

Baibulatova, GM ^{[1
]}

Shavaleeva, GA ^{[1
]}

Miftakhov, MS ^{[1
]}

机构：

[1] Russian Acad Sci, Inst Organ Chem, Ufa Sci Ctr, Ufa 450054, Bashkortostan, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2001年 / 37卷 / 02期

基金：

俄罗斯基础研究基金会;

关键词：

Organic Chemistry; Chemical Stability; Ozonolysis; Reductive Dechlorination; Cyclopentenones;

D O I：

10.1023/A:1012335114190

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of a number of 3-N-, O-, S-, Cl-, and alkyl-substituted 2-chloro-4,4-ethylenedioxycyclopent-2-en-1-ones with Zn in NH4Cl-MeOH medium were investigated. The expected or partially transformed dehydrochlorination products were isolated. An exclusive chemical stability of 3N-containing cyclopentenones was disclosed. This phenomenon was understood as originating from stabilizing n-d-p-interaction of electrons belonging to heteroatoms in the planar C ' (O)-C-2(Cl)-C-3(N) fragment contained in the molecules of the compounds.

引用

页码：243 / 245

页数：3