INVESTIGATIONS INTO A MILD DIELS-ALDER APPROACH TO 6-SUBSTITUTED QUINAZOLINE-2,4-DIONE DERIVATIVES

被引：6

作者：

MCNALLY, JJ ^{[1
]}

PRESS, JB ^{[1
]}

机构：

[1] RW JOHNSON PHARMACEUT RES INST,RARITAN,NJ 08869

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 01期

关键词：

D O I：

10.1021/jo00001a046

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Furo[3,4-d]pyrimidine-2,4-dione (2) has been reacted with a number of dienophiles to give the Diels-Alder adducts such as 3 and 4 under very mild reaction conditions. Methyl acrylate gives only two regioisomeric endo products which have been isolated and characterized. Other dienophiles give mixtures of endo and exo products as well as of regioisomers. The product ratios were determined by high field H-1 NMR analysis. These adducts are dehydrated by treatment with acid to form some novel quinazoline-2,4-dione derivatives.

引用

页码：245 / 251

页数：7

共 13 条

[1]

ABRAHAM RJ, 1979, PROTON CARBON 13 NMR, P45

[2] SYNTHESIS OF SPIRO[CYCLOHEXANE-1,9'-FLUORENE] AND RELATED COMPOUNDS [J].