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.
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收藏
页码：1316 / 1328
页数：13
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