A palladium-catalyzed coupling of 3-chloroquinoxalinones with various nitrogen-containing nucleophilesElectronic supplementary information (ESI) available: General, experimental procedures for starting materials and 1H and 13C spectra for all new compounds. See DOI: 10.1039/c3ob40338f

An efficient and general palladium-catalyzed coupling of 3-chloro-quinoxalinones with a variety of nitrogen-containing nucleophiles such as (hetero)aromatic and aliphatic amides as well as some challenging weakly nucleophilic nitrogen compounds including lactams, carbamates and NH-containing azoles...

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Main Authors: Brachet, Etienne, Peyrat, Jean-Franois, Brion, Jean-Daniel, Messaoudi, Samir, Alami, Moud
Format: Article
Language:English
Online Access:Get full text
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Summary:An efficient and general palladium-catalyzed coupling of 3-chloro-quinoxalinones with a variety of nitrogen-containing nucleophiles such as (hetero)aromatic and aliphatic amides as well as some challenging weakly nucleophilic nitrogen compounds including lactams, carbamates and NH-containing azoles is described. In all cases, the reactions take place rapidly and cleanly in dioxane using Pd(OAc) 2 as a catalyst, Xantphos as a ligand and K 2 CO 3 as a base furnishing the coupling 3- N -substituted quinoxalinone products in good to excellent yields. The Pd(OAc) 2 /Xantphos catalyst system effectively catalyzes the coupling of 3-chloroquinoxalinones with a series of nitrogen-containing nucleophiles in the presence of K 2 CO 3 in dioxane at 90 C.
ISSN:1477-0520
1477-0539
DOI:10.1039/c3ob40338f