Reactions of vinyl type carbocations generated in fluorosulfonic acid with benzene derivatives. New synthesis of alkyl 3,3-diarylpropenoates

被引：20

作者：

Savechenkov, P. Yu. ^{[1
]}

Rudenko, A. P. ^{[1
]}

Vasil'ev, A. V. ^{[1
]}

Fukin, G. K. ^{[2
]}

机构：

[1] St Petersburg Acad Forestry Engn, St Petersburg 194021, Russia

[2] Russian Acad Sci, Razuvaeu Inst Organomet Chem, Nizhnii Novgorod, Russia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 41卷 / 09期

关键词：

Hydrogen; Benzene; Organic Chemistry; Vinyl; Related Compound;

D O I：

10.1007/s11178-005-0340-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Vinyl type carbocations ArC+=CHX [X = CO2H, CO(2)Alk, C N, P(O)(OAlk) 2] generated from alkyl 3-arylpropynoates and related compounds in fluorosulfonic acid at -75 to -20 degrees C react with various benzene derivatives, following the mechanism of electrophilic substitution of hydrogen. A new procedure for the synthesis of alkyl 3,3-diarylpropenoates having various substituents in the aryl fragments has been developed on the basis of protonation of the triple bond in alkyl 3-arylpropynoates.

引用

页码：1316 / 1328

页数：13

共 48 条

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P. Yu. Savechenkov
A. P. Rudenko
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G. K. Fukin
Russian Journal of Organic Chemistry, 2005, 41 : 1316 - 1328
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