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| LETTER | Synlett 2006: 3218-3224
DOI: 10.1055/s-2006-956462 |
© Georg Thieme Verlag Stuttgart · New York
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Rh-Catalyzed Sequential Hydroarylation/Hydrovinylation-Heterocyclization of β-(2-Aminophenyl)-α,β-ynones with Organoboron Derivatives: A New Approach to Functionalized Quinolines
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| Giorgio Abbiatia, Antonio Arcadib, Fabio Marinelli*b, Elisabetta Rossia, Mirella Verdecchiab |
a Ist. di Chimica Organica ‘Alessandro Marchesini', Università di Milano, via Venezian 21, 20133 Milano, Italy
b Dipartimento di Chimica, Ingegneria Chimica e Materiali, Università degli Studi dell'Aquila, via Vetoio - Coppito due, 67010 L'Aquila, Italy
Fax: +39(0862)433753; e-Mail: fmarinel@univaq.it;
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Received
27 July 2006 |
Abstract
4-Aryl and 4-vinyl quinolines were prepared via a sequential procedure involving regioselective Rh(acac)(C2H2)/dppf-catalyzed hydroarylation/hydrovinylation of β-(2-aminophenyl)-α,β-ynones with arylboronic acids or potassium aryl and vinyl trifluoroborates, followed by nucleophilic attack of the amino group onto the carbonyl. Key words
quinolines - hydroarylation - rhodium - alkynones - arylboronic acids
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