Tetrahedron letters

6-[(dimethylamino) methylene] amino-1, 3-dimethyluracil: a versatile aza-diene substrate for cycloaddition and Michael-type reactions

EB Walsh, Z Nai-Jue, G Fang, H Wamhoff

Index: Walsh, Eileen B.; Nai-Jue, Zhu; Fang, Guo; Wamhoff, Heinrich Tetrahedron Letters, 1988 , vol. 29, # 35 p. 4401 - 4404

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Citation Number: 19

Abstract

Abstract 6-[(Dimethylamino) methylene] amino-1, 3-dimethyluracil 1 undergoes formal [4+ 2] cycloaddition reactions with electron deficient olefins to give pyrido [2, 3-d] pyrimidines. With DMAD or azodicarboxylates Michael addition occurs leading to pyrrolo [3, 4-c] pyridines (X- ray analysis) and theophylline derivatives.

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