Journal of the Chemical Society. Perkin transactions I p. 1041 - 1046 (1996)
Update date:2022-08-02
Topics:
Bahajaj, Abood A.
Vernon, John M.
Spiro[indane-1,7′-pyrrolo[3,4-b]pyridin]-5′-ones 18-22 are formed by acid-catalysed rearrangement from 7-aryl-7-hydroxy-6-(1-phenylethyl)-6,7-dihydropyrrolo[3,4-b]pyridin-5-ones. Further spiro indanes 39, 43 and 44 and spiro naphthalenes 41, 42, 45 and 46 are obtained from 3-(ω-phenylalkyl)-3-hydroxy-2-(1-phenylethyl)isoindolin-1-ones or from 7-(ω-phenylalkyl)-7-hydroxy-6-(1-phenylethyl)-6,7-dihydropyrrolo[3,4-b] pyridin-5-ones via α,α-cyclisation of N-acyliminium ion intermediates.
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