Synthetic Studies on β-Lactam Antibiotics. XIV. Synthesis of 7H-Azeto [1, 2-a] thieno [2, 3-c] pyridine Derivatives

T KAMETANI, K KIGASAWA, M HIIRAGI…

Index: Kametani; Kigasawa; Hiiragi; et al. Chemical and Pharmaceutical Bulletin, 1980 , vol. 28, # 4 p. 1196 - 1199

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Abstract

Cycloaddition of the 4, 5-dihydrothieno [2, 3-c] pyridine (6) and phthalimidoacetyl chloride gave a novel tricyclic β-lactam, methyl 4, 5, 8, 8a-tetrahydro-7-oxo-8-phthalimido-7H-azeto [1, 2-a] thieno [2, 3-c] pyridine-5-carboxylate (7). On deprotection followed by acylation, this gave the 8-acylamino derivatives 9 and 10.