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
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
收藏
页码:1316 / 1328
页数:13
相关论文
共 48 条