Unusual dihydrazone formation in the Fischer-indole cyclization.: The synthesis of novel nonclassical annulated 2,4-diaminopyrrolo[2,3-d]pyrimidine antifolates

被引：5

作者：

Gangjee, A ^{[1
]}

Chen, LH ^{[1
]}

机构：

[1] Duquesne Univ, Grad Sch Pharmaceut Sci, Div Med Chem, Pittsburgh, PA 15282 USA

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1999年 / 36卷 / 02期

关键词：

D O I：

10.1002/jhet.5570360217

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of seven novel tetracyclic 2,4-diaminopyrrolo[2,3-d]pyrimidines as conformationally restricted nonclassical antifolates was achieved via an unusual Fischer-indole cyclization of dihydrazones. An attempted synthesis of 2,4-diamino-6-hydrazinopyrimidine afforded 2-amino-4,6-dihydrazinopyrimidine which when reacted with appropriate ketones gave the dihydrazones. The dihydrazones in turn under Fischer-indole cyclization conditions afforded target conformationally restricted tetracyclic products.

引用

页码：441 / 444

页数：4