Tetrahedron

Intra vs intermolecular amidoalkylation of aromatics

D Ben-Ishal, I Sataty, N Peled, R Goldshare

文献索引：Ishai, D. Ben; Sataty, I.; Peled, N.; Goldshare, R. Tetrahedron, 1987 , vol. 43, # 2 p. 439 - 450

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被引用次数: 47

摘要

Three types of intramolecular amidoalkylation reactions of aromatics, two endotrigonal and one exotrigonal (I, II, III), leading to indolone, N-acylisoquinolines, isoquinolone and benzazepinone derivatives were studied. In the presence of external aromatic nucleophiles competing intermolecular amidoalkylations were observed (1→ 2, 13→ 14). The mechanism and the synthetic limitations of the three types of cyclization is discussed.