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)

Research output: Contribution to journal › Article › peer-review

38 Scopus citations

Abstract

(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.

Original language	English
Pages (from-to)	1339-1342
Number of pages	4
Journal	Organic Letters
Volume	4
Issue number	8
DOIs	https://doi.org/10.1021/ol025640g
State	Published - 18 Apr 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

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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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DO - 10.1021/ol025640g

M3 - Artículo

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EP - 1342

JO - Organic Letters

JF - Organic Letters

IS - 8

ER -

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

Abstract

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