Tetrahedron p. 439 - 450 (1987)
Update date:2022-08-05
Topics:
Ishai, D. Ben
Sataty, I.
Peled, N.
Goldshare, R.
Three tipes 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.
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