Synthesis of Biheterocycles Based on Quinolinone, Chromone, and Coumarin Scaffolds by Palladium-Catalyzed Decarboxylative Couplings

K. Harsha Vardhan Reddy; Jean Daniel Brion; Samir Messaoudi; Mouad Alami

doi:10.1021/acs.joc.5b02103

Synthesis of Biheterocycles Based on Quinolinone, Chromone, and Coumarin Scaffolds by Palladium-Catalyzed Decarboxylative Couplings

K. Harsha Vardhan Reddy
, Jean Daniel Brion
, Samir Messaoudi
, Mouad Alami

Université Paris-Saclay

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

Abstract

An efficient Pd-catalyzed decarboxylative coupling of heterocyclic carboxylic acids with heterocyclic halides to achieve the synthesis of biheterocycles of biological interest has been reported. In all cases, the cross-coupling reactions take place rapidly in DMSO in good yields and efficiently proceed in the presence of a PdBr₂/DPEphos catalytic system, furnishing the novel biheterocycles based on quinolin-4-one, quinolin-2-one, chromone, and coumarin scaffolds.

Original language	English
Pages (from-to)	424-432
Number of pages	9
Journal	Journal of Organic Chemistry
Volume	81
Issue number	2
DOIs	https://doi.org/10.1021/acs.joc.5b02103
Publication status	Published - 15 Jan 2016
Externally published	Yes

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title = "Synthesis of Biheterocycles Based on Quinolinone, Chromone, and Coumarin Scaffolds by Palladium-Catalyzed Decarboxylative Couplings",

abstract = "An efficient Pd-catalyzed decarboxylative coupling of heterocyclic carboxylic acids with heterocyclic halides to achieve the synthesis of biheterocycles of biological interest has been reported. In all cases, the cross-coupling reactions take place rapidly in DMSO in good yields and efficiently proceed in the presence of a PdBr2/DPEphos catalytic system, furnishing the novel biheterocycles based on quinolin-4-one, quinolin-2-one, chromone, and coumarin scaffolds.",

author = "\{Vardhan Reddy\}, \{K. Harsha\} and Brion, \{Jean Daniel\} and Samir Messaoudi and Mouad Alami",

note = "Publisher Copyright: {\textcopyright} 2015 American Chemical Society.",

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doi = "10.1021/acs.joc.5b02103",

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journal = "Journal of Organic Chemistry",

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AU - Vardhan Reddy, K. Harsha

AU - Brion, Jean Daniel

AU - Messaoudi, Samir

AU - Alami, Mouad

PY - 2016/1/15

Y1 - 2016/1/15

N2 - An efficient Pd-catalyzed decarboxylative coupling of heterocyclic carboxylic acids with heterocyclic halides to achieve the synthesis of biheterocycles of biological interest has been reported. In all cases, the cross-coupling reactions take place rapidly in DMSO in good yields and efficiently proceed in the presence of a PdBr2/DPEphos catalytic system, furnishing the novel biheterocycles based on quinolin-4-one, quinolin-2-one, chromone, and coumarin scaffolds.

AB - An efficient Pd-catalyzed decarboxylative coupling of heterocyclic carboxylic acids with heterocyclic halides to achieve the synthesis of biheterocycles of biological interest has been reported. In all cases, the cross-coupling reactions take place rapidly in DMSO in good yields and efficiently proceed in the presence of a PdBr2/DPEphos catalytic system, furnishing the novel biheterocycles based on quinolin-4-one, quinolin-2-one, chromone, and coumarin scaffolds.

U2 - 10.1021/acs.joc.5b02103

DO - 10.1021/acs.joc.5b02103

M3 - Article

AN - SCOPUS:84954410900

SN - 0022-3263

VL - 81

SP - 424

EP - 432

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 2

ER -

Synthesis of Biheterocycles Based on Quinolinone, Chromone, and Coumarin Scaffolds by Palladium-Catalyzed Decarboxylative Couplings

Abstract

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