Alkylation of arenes with benzylic and propargylic alcohols -: Classical versus fancy catalysts

被引：110

作者：

Liu, JH

Muth, E

Flörke, U

Henkel, G

Merz, K

Sauvageau, J

Schwake, E

Dyker, G

机构：

[1] Ruhr Univ Bochum, Fak Chem, D-44780 Bochum, Germany

[2] Univ Gesamthsch Paderborn, Fak Nat Wissensch, Dept Chem, D-33098 Paderborn, Germany

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2006年 / 348卷 / 4-5期

关键词：

Friedel-Crafts reaction; gold catalysis; Lewis acids; macrocycles;

D O I：

10.1002/adsc.200505411

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Gold chloride and BF3 (.) etherate were tested as Friedel-Crafts catalysts in the propargylation of electron-rich arenes: differences in reactivity of the catalysts can be used to achieve high selectivity either for monoalkylation or for multiple alkylation products. In the case of a macrocyclization towards a heterocalixarene, gold catalysts exhibited a pronounced selectivity, whereas p-toluenesulfonic acid as catalyst opened up a competing pathway to a structural isomer.

引用

页码：456 / 462

页数：7

共 26 条

[1] Solid acid-catalysed Michael-type conjugate addition of indoles to electron-poor C=C bonds: Towards high atom economical semicontinuous processes [J].