Paper
Reactions of Methyl 3-Bromoacetyl-azulene-1-carboxylate with 2-Amino-pyridines and Related Compounds. Synthesis of Azulenes Bearing Imidazole-fused Nitrogen-Heterocycles
Published 2003 · K. Imafuku, Yumiko Miyashita, S. Kikuchi
Heterocycles
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Abstract
Methyl 3-bromoacetylazulene-1-carboxylate (1) reacted with 2-aminopyridines (2a-f) to give methyl 3-(imidazo[1,2-a]pyrid-2-yl)azulene-1-carboxylates (3a-f). Similarly, the reactions with 2-aminopyrimidines (5a-c) and 2-amiono-1,2,4-triazines (8 a, b) gave the corresponding imidazo[1,2-a]pyrimidine-(6a-c) and imidazo[1,2-b][1,2,4]triazine-substitutrd azulenes (9a, b), respectively. Additionally, the substitution products (4 e, f and 7c) were isolated.
Methyl 3-bromoacetyl-azulene-1-carboxylate reacts with 2-aminopyridines to produce imidazole-fused nitrogen-heterocycles, such as imidazo[1,2-a]pyrid-2-yl azulene
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