ELECTROLYTIC REACTIONS OF FLUORO ORGANIC-COMPOUNDS .8. FURTHER STUDY ON ANODIC METHOXYLATION AND ACETOXYLATION OF ARYL FLUOROALKYL SULFIDES

被引:32
作者
FUCHIGAMI, T
YAMAMOTO, K
KONNO, A
机构
[1] Department of Electronic Chemistry, Tokyo Institute of Technology, Midori-ku, Yokohama, 227
关键词
D O I
10.1016/S0040-4020(01)87052-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Anodic alpha-methoxylation and alpha-acetoxylation of substituted phenyl 2,2,2-trifluoroethyl sulfides and various fluoroalkyl phenyl sulfides were studied from both synthetic and mechanistic aspects. These anodic reactions were greatly affected by both substituent groups at the benzene ring and fluoroalkyl groups. Electron-donating substituents interfered with the reactions significantly. Strong electron-withdrawing perfluoroalkyl groups(C(n)F2n+1:n = 1 - 3) remarkably promoted these anodic substitutions while difluoro- and mono-fluoromethyl groups showed much less substitution.
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页码:625 / 634
页数:10
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