The nucleophilic substitution route. A facile method for the fourfold functionalization of the methylene bridges of calix[4]arene

被引：36

作者：

Columbus, Ishay ^{[1
]}

Biali, Silvio E. ^{[1
]}

机构：

[1] Hebrew Univ Jerusalem, Dept Organ Chem, IL-91904 Jerusalem, Israel

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 15期

关键词：

D O I：

10.1021/ol0713178

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The radical bromination of p-tert-butylcalixarene tetramethyl ether was reinvestigated and the product (2b) characterized by X-ray crystallography. The tetrabromo calixarene derivatives 2a or 2b react with alcohols (TFE, EtOH), azide, and 2-methylfuran under solvolytic conditions affording calixarene derivatives functionalized at the four bridges. The reaction with alcohols and the aromatic compound proceeds in stereoselective fashion and affords the rccc isomer of the tetrasubstituted product.

引用

页码：2927 / 2929

页数：3

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