Hetero-Diels-Alder reaction of some 1,3-diaza-1,3-butadienes with ketenes. Synthesis of functionalized pyrimido[1,2-b]-benzothiazoles and 1,3,4-thiadiazolo-[3,2-a]pyrimidines

被引：5

作者：

BogdanowiczSzwed, K

Krasodomska, M

机构：

[1] Department of Organic Chemistry, Jagiellonian University

来源：

MONATSHEFTE FUR CHEMIE | 1996年 / 127卷 / 12期

关键词：

hetero Diels-Alder reaction; 1,3-diaza-1,3-butadienes; ketenes; pyrimido[1,2-b]benzothiazoles; 1,3,4-thiadiazolo[3,2-a]pyrimidines;

D O I：

10.1007/BF00807795

中图分类号：

O6 [化学];

学科分类号：

0703 [化学];

摘要：

Reaction of 1,3-diaza-1,3-butadienes (1a-c) with various ketenes and chloroketenes results in the formation of substituted 4-oxo-pyrimido [2,1-b[benzothiazoles (4a-d) and 1,3,4-thiadiazolo[3,2- a]pyrimido-4-ones (4e,f). Reaction of 1,3-diaza-1,3-butadienes 1d,e with ketenes and chloroketenes leads to the 2-morpholine-substituted compounds 7 and 15, respectively. All reactions proceed via formation of [4 + 2] cycloadducts that eliminate methylthiol, methylsulfenyl chloride, or morpholine.

引用

页码：1273 / 1281

页数：9

共 18 条

[1]

THE STEREOSELECTIVE PREPARATION OF MONO-BETA-LACTAMS AND BIS-BETA-LACTAMS BY THE 1,4-DIAZA 1,3-DIENE-ACID CHLORIDE CONDENSATION - SCOPE AND SYNTHETIC APPLICATIONS [J].