Palladium-catalyzed synthesis of quinoxaline derivatives

A palladium-catalyzed reductive N-heteroannulation of enamines derived from 2-nitrobenzenamines forming mixtures of 1,2-dihydroquinoxalines and 3,4-dihydroquinoxalin-2-ones is described. The reactions are performed using bis(dibenzylideneacetone)palladium(0), 1,3-bis(diphenylphosphino)propane, and 1...

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Bibliographic Details
Published in:Tetrahedron 2008-10, Vol.64 (41), p.9675-9684
Main Authors: Wallace, Jeffery M., Söderberg, Björn C.G., Tamariz, Joaquín, Akhmedov, Novruz G., Hurley, Mathew T.
Format: Article
Language:English
Subjects:
Palladium-catalyzed annulation
Quinoxaline
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Summary:A palladium-catalyzed reductive N-heteroannulation of enamines derived from 2-nitrobenzenamines forming mixtures of 1,2-dihydroquinoxalines and 3,4-dihydroquinoxalin-2-ones is described. The reactions are performed using bis(dibenzylideneacetone)palladium(0), 1,3-bis(diphenylphosphino)propane, and 1,10-phenanthroline in DMF under 6 atm of carbon monoxide at 70 °C. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2008.07.083