A Novel Palladium-Catalyzed Synthesis of 1,2-Dihydroquinoxalines and 3,4-Dihydroquinoxalinones

Björn C.G. Söderberg; Jeffery M. Wallace; Joaquín Tamariz

doi:10.1021/ol025640g

A Novel Palladium-Catalyzed Synthesis of 1,2-Dihydroquinoxalines and 3,4-Dihydroquinoxalinones

Björn C.G. Söderberg, Jeffery M. Wallace, Joaquín Tamariz

Escuela Nacional de Ciencias Biológicas (ENCB)

Producción científica: Contribución a una revista › Artículo › revisión exhaustiva

38 Citas (Scopus)

Resumen

(Matrix Presented) Reactions of enamines, derived from 2-nitroanilines and α-substituted aldehydes, with carbon monoxide (6 atm) in the presence of a catalytic amount of bis(dibenzylideneacetone)palladium(0) (Pd(dba)₂) and 1,3-bis(diphenylphosphino)propane (dppp) afford readily separated mixtures of 1,2-dihydroquinoxalines and 3,4-dihydroquinoxalinones. Addition of a catalytic amount of 1,10-phenanthroline to the reaction mixture substantially improved the yield of products.

Idioma original	Inglés
Páginas (desde-hasta)	1339-1342
Número de páginas	4
Publicación	Organic Letters
Volumen	4
N.º	8
DOI	https://doi.org/10.1021/ol025640g
Estado	Publicada - 18 abr. 2002

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T1 - A Novel Palladium-Catalyzed Synthesis of 1,2-Dihydroquinoxalines and 3,4-Dihydroquinoxalinones

AU - Söderberg, Björn C.G.

AU - Wallace, Jeffery M.

AU - Tamariz, Joaquín

PY - 2002/4/18

Y1 - 2002/4/18

N2 - (Matrix Presented) Reactions of enamines, derived from 2-nitroanilines and α-substituted aldehydes, with carbon monoxide (6 atm) in the presence of a catalytic amount of bis(dibenzylideneacetone)palladium(0) (Pd(dba)2) and 1,3-bis(diphenylphosphino)propane (dppp) afford readily separated mixtures of 1,2-dihydroquinoxalines and 3,4-dihydroquinoxalinones. Addition of a catalytic amount of 1,10-phenanthroline to the reaction mixture substantially improved the yield of products.

AB - (Matrix Presented) Reactions of enamines, derived from 2-nitroanilines and α-substituted aldehydes, with carbon monoxide (6 atm) in the presence of a catalytic amount of bis(dibenzylideneacetone)palladium(0) (Pd(dba)2) and 1,3-bis(diphenylphosphino)propane (dppp) afford readily separated mixtures of 1,2-dihydroquinoxalines and 3,4-dihydroquinoxalinones. Addition of a catalytic amount of 1,10-phenanthroline to the reaction mixture substantially improved the yield of products.

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U2 - 10.1021/ol025640g

DO - 10.1021/ol025640g

M3 - Artículo

SN - 1523-7060

VL - 4

SP - 1339

EP - 1342

JO - Organic Letters

JF - Organic Letters

IS - 8

ER -

A Novel Palladium-Catalyzed Synthesis of 1,2-Dihydroquinoxalines and 3,4-Dihydroquinoxalinones

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