Solid-phase traceless synthesis of selected nitrogen-containing heterocyclic compounds.: The Encore technique for directed sorting of modular solid support

被引：14

作者：

Krchnák, V ^{[1
]}

Smith, J ^{[1
]}

Vágner, J ^{[1
]}

机构：

[1] SIDDCO Inc, Tucson, AZ 85747 USA

来源：

COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS | 2001年 / 66卷 / 07期

关键词：

heterocycles; solid-phase synthesis; combinatorial libraries; benzimidazoles; quinoxalines; benzylamine linkers;

D O I：

10.1135/cccc20011078

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The acid lability of electron-rich N-benzylanilines has been exploited in a linker for the traceless solid-phase synthesis of benzimidazoles, 2-aminobenzimidazoles, quinoxalinones and tetrahydroquinoxalines. The target compound precursors were assembled on a solid-phase support derivatized with either a benzylamine or a benzhydrylamine linker. Exposure to an acidic reagent caused cleavage of the C(benzyl)-N(aniline) bond, releasing the product with only a hydrogen atom on the descending nitrogen. The Encore technique for directed sorting on SynPhase Lanterns has been developed and applied to combinatorial synthesis of generic drug discovery libraries.

引用

页码：1078 / 1106

页数：29

共 59 条

[1] Solid-supported synthesis of imidazoles: A strategy for direct resin-attachment to the imidazole core [J].