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Tetrahedron

Heterocyclic nonionic X-ray contrast agents V: A facile conversion of 2-tetrahydrofuroamides into α-hydroxy-δ-valerolactams and a general synthesis of lactams …

…, T Arunachalam, G Diamantidis, J Emswiler, H Fan…

文献索引:Marinelli; Arunachalam; Diamantidis; Emswiler; Fan; Neubeck; Pillai; Wagler; Chen; Natalie; Soundararajan; Ranganathan Tetrahedron, 1996 , vol. 52, # 34 p. 11177 - 11214

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被引用次数: 6

摘要

The synthesis of 2, 4, 6-triiodoisophthalamides substituted by a lactam moiety is described. A tandem ring opening-ring closure methodology consisting of a regiospecific ether cleavage of the tetrahydrofuroanilide 14b, followed by lactamization to α-oxygenated anilides 15b or 16b, gave α-O-functionalized-δ-valerolactams 12b or 13b, respectively. This approach is also compatible with the presence of ester and carbonyl chloride functions on ...