Reactions of uracils, 16: Substituted 6??vinyl??2, 4 (1H, 3H)??pyrimidinediones in cycloaddition and Michael??type reactions: Pyrido [2, 3??d] pyrimidines, pyrrolo [3, 4??c] …

EB Walsh, H Wamhoff

Index: Walsh, Eileen B.; Wamhoff, Heinrich Chemische Berichte, 1989 , vol. 122, p. 1673 - 1680

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Citation Number: 26

Abstract

Abstract Electron-rich 6-vinyl-and 6-(azavinyl) pyrimidinediones, such as 6- {[(dimethylamino) methylene] amino}-(1) and 6-[2-(dimethyl-amino) vinyl]-1, 3-dimethyl-2, 4 (1H, 3H)-pyrimidinediones (8), undergo cycloaddition reactions with electron deficient olefins to give pyrido [2, 3-d] pyrimidines (3a–e) and quinazolines (9a–c), respectively, after elimination of dimethylamine from the 1: 1 cycloadducts and oxidative aromatization. With ...