Synthesis of novel poly(ethylene glycol) supported benzazepines: the crucial role of PEG on the selectivity of an intramolecular Heck reaction

Synthesis of novel poly(ethylene glycol) supported benzazepines: the crucial role of PEG on the selectivity of an intramolecular Heck reaction

Poly(ethylene glycol) (PEG 3400) was used as a soluble polymeric support for the synthesis of a series of novel benzazepines. The key step for the preparation of these heterocycles was a phosphine-free palladium-catalyzed Heck reaction. Palladium nanoparticles formed during the course of the reactio...

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Veröffentlicht in:Tetrahedron 2006-10, Vol.62 (44), p.10456-10466
Hauptverfasser: Ribière, Patrice, Declerck, Valérie, Nédellec, Yannig, Yadav-Bhatnagar, Neerja, Martinez, Jean, Lamaty, Frédéric
Format: Artikel
Sprache:eng
Schlagworte:
Chemical Sciences
Heck reaction
Heterocycles
Immobilization
Material chemistry
Nanoparticles
Organic chemistry
Palladium
Polymer supported chemistry
Solvent effects
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Zusammenfassung:Poly(ethylene glycol) (PEG 3400) was used as a soluble polymeric support for the synthesis of a series of novel benzazepines. The key step for the preparation of these heterocycles was a phosphine-free palladium-catalyzed Heck reaction. Palladium nanoparticles formed during the course of the reaction were characterized. The presence of PEG 3400 influenced the outcome of the reaction in terms of selectivity. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2006.08.009