Synthesis of 3,4-disubstituted quinolin-2-(1H)-ones via palladium-catalyzed decarboxylative arylation reactions

Amandine Carrër; Jean Daniel Brion; Samir Messaoudi; Mouad Alami

doi:10.1002/adsc.201300299

Synthesis of 3,4-disubstituted quinolin-2-(1H)-ones via palladium-catalyzed decarboxylative arylation reactions

Amandine Carrër
, Jean Daniel Brion
, Samir Messaoudi
, Mouad Alami

Université Paris-Saclay

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

30 Citations (Scopus)

Abstract

The Pd-catalyzed decarboxylative cross-coupling reaction of 4-substituted quinolin-2(1H)-one-3-carboxylic acids with (hetero)aryl halides is described. With palladium(II) bromide and triphenylarsine ligand as the catalyst system, a variety of 4-substituted 3-(hetero)aryl quinolin-2(1 H)-ones and related heterocycles, such as 4-substituted 3-arylcoumarins can be prepared in good to excellent yields.

Original language	English
Pages (from-to)	2044-2054
Number of pages	11
Journal	Advanced Synthesis and Catalysis
Volume	355
Issue number	10
DOIs	https://doi.org/10.1002/adsc.201300299
Publication status	Published - 8 Jul 2013
Externally published	Yes

Keywords

4-substituted 3-(hetero)arylquinolin-2(1H)-ones
aryl halides
decarboxylative arylation
palladium catalysis

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10.1002/adsc.201300299

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title = "Synthesis of 3,4-disubstituted quinolin-2-(1H)-ones via palladium-catalyzed decarboxylative arylation reactions",

abstract = "The Pd-catalyzed decarboxylative cross-coupling reaction of 4-substituted quinolin-2(1H)-one-3-carboxylic acids with (hetero)aryl halides is described. With palladium(II) bromide and triphenylarsine ligand as the catalyst system, a variety of 4-substituted 3-(hetero)aryl quinolin-2(1 H)-ones and related heterocycles, such as 4-substituted 3-arylcoumarins can be prepared in good to excellent yields.",

keywords = "4-substituted 3-(hetero)arylquinolin-2(1H)-ones, aryl halides, decarboxylative arylation, palladium catalysis",

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T1 - Synthesis of 3,4-disubstituted quinolin-2-(1H)-ones via palladium-catalyzed decarboxylative arylation reactions

AU - Carrër, Amandine

AU - Brion, Jean Daniel

AU - Messaoudi, Samir

AU - Alami, Mouad

PY - 2013/7/8

Y1 - 2013/7/8

N2 - The Pd-catalyzed decarboxylative cross-coupling reaction of 4-substituted quinolin-2(1H)-one-3-carboxylic acids with (hetero)aryl halides is described. With palladium(II) bromide and triphenylarsine ligand as the catalyst system, a variety of 4-substituted 3-(hetero)aryl quinolin-2(1 H)-ones and related heterocycles, such as 4-substituted 3-arylcoumarins can be prepared in good to excellent yields.

AB - The Pd-catalyzed decarboxylative cross-coupling reaction of 4-substituted quinolin-2(1H)-one-3-carboxylic acids with (hetero)aryl halides is described. With palladium(II) bromide and triphenylarsine ligand as the catalyst system, a variety of 4-substituted 3-(hetero)aryl quinolin-2(1 H)-ones and related heterocycles, such as 4-substituted 3-arylcoumarins can be prepared in good to excellent yields.

KW - 4-substituted 3-(hetero)arylquinolin-2(1H)-ones

KW - aryl halides

KW - decarboxylative arylation

KW - palladium catalysis

U2 - 10.1002/adsc.201300299

DO - 10.1002/adsc.201300299

M3 - Article

AN - SCOPUS:84880790944

SN - 1615-4150

VL - 355

SP - 2044

EP - 2054

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 10

ER -

Synthesis of 3,4-disubstituted quinolin-2-(1H)-ones via palladium-catalyzed decarboxylative arylation reactions

Abstract

Keywords

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