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Synthesis of 1,2,3,4-tetrahydroisoquinolines and 2,3,4,5-tetrahydro-1H-2-benzazepines combining sequential palladium-catalysed ortho alkylation/vinylation with aza-Michael addition reactions |
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| Authors: | Raffaella Ferraccioli Davide Carenzi |
| Affiliation: | a CNR--Istituto di Scienze e Tecnologie Molecolari (ISTM), Via C. Golgi 19, 20133 Milano, Italy b Dipartimento di Chimica Organica e Industriale, Via Venezian 21, 20133 Milano, Italy c Dipartimento di Chimica Organica e Industriale, Parco Area delle Scienze, 17/A, 43100 Parma, Italy |
| Abstract: | 1-Substituted 1,2,3,4-tetrahydroisoquinolines and 2,3,4,5-tetrahydro-1H-2-benzazepines were synthesised from o-iodoalkylbenzene, N-Cbz-bromoalkylamine and an electron-poor olefin through a one-pot palladium-catalysed sequence involving ortho alkylation, alkenylation and intramolecular aza-Michael reaction. |
| Keywords: | 1,2,3,4-Tetrahydroisoquinolines 2,3,4,5-Tetrahydro-1H-2-benzazepine Palladium Catalysis Aza-Michael |
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