An efficient synthesis of pyrrolo[2,3-d]pyrimidines via inverse electron demand Diels-Alder reactions of 2-amino-4-cyanopyrroles with 1,3,5-triazines

被引:60
|
作者
Dang, Q [1 ]
Gomez-Galeno, JE [1 ]
机构
[1] Metabasis Therapeut Inc, Dept Med Chem, San Diego, CA 92121 USA
来源
JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 24期
关键词
D O I
10.1021/jo026309d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The scope of the inverse electron demand Diels-Alder reaction of 2-amino-4-cyanopyrroles (3a-e) with 1,3,5-triazines (1, 2) is reported. This methodology is suitable for one-pot syntheses of highly substituted and highly functionalized pyrrolo[2,3-d]pyrimidines that are the central heterocyclic nucleus of various nucleoside natural products such as toyocamycin, sangivamycin, and tubercidin.
引用
收藏
页码:8703 / 8705
页数:3
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