Palladium-catalyzed decarboxylative coupling of quinolinone-3-carboxylic acids and related heterocyclic carboxylic acids with (Hetero)aryl halides

Samir Messaoudi; Jean Daniel Brion; Mouad Alami

doi:10.1021/ol300235k

Palladium-catalyzed decarboxylative coupling of quinolinone-3-carboxylic acids and related heterocyclic carboxylic acids with (Hetero)aryl halides

Samir Messaoudi
, Jean Daniel Brion
, Mouad Alami

Université Paris-Saclay

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

Abstract

An efficient and practical decarboxylative cross-coupling reaction of quinolin-4(1H)-one 3-carboxylic acids with (hetero)aryl halides has been established. Under a bimetallic system of PdBr ₂ and silver carbonate, the protocol proved to be general, and a variety of 3-(hetero)aryl 4-quinolinones and related heterocycles, such as 3-aryl-1,8-naphthyridin-4(1H)- ones, 3-arylcoumarins, 3-arylquinolin-2(1H)-ones, and 2-arylchromones, can be prepared in good to excellent yields.

Original language	English
Pages (from-to)	1496-1499
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	6
DOIs	https://doi.org/10.1021/ol300235k
Publication status	Published - 16 Mar 2012
Externally published	Yes

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title = "Palladium-catalyzed decarboxylative coupling of quinolinone-3-carboxylic acids and related heterocyclic carboxylic acids with (Hetero)aryl halides",

abstract = "An efficient and practical decarboxylative cross-coupling reaction of quinolin-4(1H)-one 3-carboxylic acids with (hetero)aryl halides has been established. Under a bimetallic system of PdBr 2 and silver carbonate, the protocol proved to be general, and a variety of 3-(hetero)aryl 4-quinolinones and related heterocycles, such as 3-aryl-1,8-naphthyridin-4(1H)- ones, 3-arylcoumarins, 3-arylquinolin-2(1H)-ones, and 2-arylchromones, can be prepared in good to excellent yields.",

author = "Samir Messaoudi and Brion, \{Jean Daniel\} and Mouad Alami",

year = "2012",

month = mar,

day = "16",

doi = "10.1021/ol300235k",

language = "English",

volume = "14",

pages = "1496--1499",

journal = "Organic Letters",

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T1 - Palladium-catalyzed decarboxylative coupling of quinolinone-3-carboxylic acids and related heterocyclic carboxylic acids with (Hetero)aryl halides

AU - Messaoudi, Samir

AU - Brion, Jean Daniel

AU - Alami, Mouad

PY - 2012/3/16

Y1 - 2012/3/16

N2 - An efficient and practical decarboxylative cross-coupling reaction of quinolin-4(1H)-one 3-carboxylic acids with (hetero)aryl halides has been established. Under a bimetallic system of PdBr 2 and silver carbonate, the protocol proved to be general, and a variety of 3-(hetero)aryl 4-quinolinones and related heterocycles, such as 3-aryl-1,8-naphthyridin-4(1H)- ones, 3-arylcoumarins, 3-arylquinolin-2(1H)-ones, and 2-arylchromones, can be prepared in good to excellent yields.

AB - An efficient and practical decarboxylative cross-coupling reaction of quinolin-4(1H)-one 3-carboxylic acids with (hetero)aryl halides has been established. Under a bimetallic system of PdBr 2 and silver carbonate, the protocol proved to be general, and a variety of 3-(hetero)aryl 4-quinolinones and related heterocycles, such as 3-aryl-1,8-naphthyridin-4(1H)- ones, 3-arylcoumarins, 3-arylquinolin-2(1H)-ones, and 2-arylchromones, can be prepared in good to excellent yields.

UR - https://www.scopus.com/pages/publications/84858668516

U2 - 10.1021/ol300235k

DO - 10.1021/ol300235k

M3 - Article

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AN - SCOPUS:84858668516

SN - 1523-7060

VL - 14

SP - 1496

EP - 1499

JO - Organic Letters

JF - Organic Letters

IS - 6

ER -

Palladium-catalyzed decarboxylative coupling of quinolinone-3-carboxylic acids and related heterocyclic carboxylic acids with (Hetero)aryl halides

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