Electrochemically induced transformation of 4-halomethyl-4-methylcyclohexa-2,5-dien-1-ones into 3,4-dimethylphenol

被引:3
|
作者
Gavrilova, G. V. [1 ]
Moiseeva, A. A. [1 ]
Beloglazkina, E. K. [1 ]
Gavrilov, A. A. [1 ]
Zyk, N. V. [1 ]
机构
[1] Moscow MV Lomonosov State Univ, Fac Chem, Moscow 119992, Russia
关键词
Glassy Carbon Electrode; Electrochemical Reduction; Cyclic Voltammetry Curve; Halogen Atom; Diethyl Malonate;
D O I
10.1134/S1070363209020169
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Electrochemical behavior of 4-halomethyl-4-methylcyclohexa-2,5-dien-1-ones and 2,6-dibromo-4,4-dimethylcyclohexa-2,5-dien-1-one was studied. Reductive dehalogenation of cyclohexa-2,5-dien-1-ones having a halogen atom at the neopentyl-like carbon atom gives the corresponding carbanion which undergoes anionic cyclopropyl-allyl rearrangement with subsequent addition of proton to form 3,4-dimethylphenol.
引用
收藏
页码:264 / 268
页数:5
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