An efficient synthetic protocol for the preparation of 4-[(methoxycarbonyl) methyl]-3,4-dihydroisoquinolin-1-ones from N-allylamides of 2-iodobenzoic acids has been performed under 100 atm of carbon monoxide. Pyridine ring formation occurs through an intramolecular Pd-catalyzed carbon-carbon bond formation, followed by an alkoxycarbonylation process.

Palladium-catalyzed Cyclization/Carbonylation as a Direct Route to 4-[(Methoxycarbonyl)methyl]-3,4-dihydroisoquinolinones / G.A. Ardizzoia, E. Beccalli, E. Borsini, S. Brenna, G. Broggini, M. Rigamonti. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - 2008:33(2008), pp. 5590-5596. [10.1002/ejoc.200800747]

Palladium-catalyzed Cyclization/Carbonylation as a Direct Route to 4-[(Methoxycarbonyl)methyl]-3,4-dihydroisoquinolinones

E. Beccalli
Secondo
;
2008

Abstract

An efficient synthetic protocol for the preparation of 4-[(methoxycarbonyl) methyl]-3,4-dihydroisoquinolin-1-ones from N-allylamides of 2-iodobenzoic acids has been performed under 100 atm of carbon monoxide. Pyridine ring formation occurs through an intramolecular Pd-catalyzed carbon-carbon bond formation, followed by an alkoxycarbonylation process.
Carbonylations; Cyclizations; Nitrogen heterocycles; Palladium
Settore CHIM/06 - Chimica Organica
2008
Article (author)
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/154280
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