Nickel-catalyzed carbonylative Negishi cross-coupling reactions

Qiaoling Wang; Chuo Chen

doi:10.1016/j.tetlet.2008.03.035

Nickel-catalyzed carbonylative Negishi cross-coupling reactions

Qiaoling Wang, Chuo Chen

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

52 Scopus citations

Abstract

Catalytic carbonylative Negishi cross-coupling reactions are described. This method readily provides various enones from enol triflates and diorganozinc reagents with catalytic amounts of nickel(II) chloride-4,4′-dimethoxyl-2,2′-bipyridyl under carbon monoxide atmosphere. The rate of carbon monoxide insertion is increased by the addition of lithium or magnesium halides and the use of polar solvents. Alkenyl iodides can also be used in place of enol triflates.

Original language	English (US)
Pages (from-to)	2916-2921
Number of pages	6
Journal	Tetrahedron Letters
Volume	49
Issue number	18
DOIs	https://doi.org/10.1016/j.tetlet.2008.03.035
State	Published - Apr 28 2008

Keywords

Carbonylative cross-coupling
Enone
Negishi reaction
Nickel catalysis

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2008.03.035

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title = "Nickel-catalyzed carbonylative Negishi cross-coupling reactions",

abstract = "Catalytic carbonylative Negishi cross-coupling reactions are described. This method readily provides various enones from enol triflates and diorganozinc reagents with catalytic amounts of nickel(II) chloride-4,4′-dimethoxyl-2,2′-bipyridyl under carbon monoxide atmosphere. The rate of carbon monoxide insertion is increased by the addition of lithium or magnesium halides and the use of polar solvents. Alkenyl iodides can also be used in place of enol triflates.",

keywords = "Carbonylative cross-coupling, Enone, Negishi reaction, Nickel catalysis",

author = "Qiaoling Wang and Chuo Chen",

note = "Funding Information: We thank the UT Southwestern and Welch foundation for financial supports. C.C. is Southwestern Medical Foundation Scholar in Biomedical Research.",

year = "2008",

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doi = "10.1016/j.tetlet.2008.03.035",

language = "English (US)",

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T1 - Nickel-catalyzed carbonylative Negishi cross-coupling reactions

AU - Wang, Qiaoling

AU - Chen, Chuo

N1 - Funding Information: We thank the UT Southwestern and Welch foundation for financial supports. C.C. is Southwestern Medical Foundation Scholar in Biomedical Research.

PY - 2008/4/28

Y1 - 2008/4/28

N2 - Catalytic carbonylative Negishi cross-coupling reactions are described. This method readily provides various enones from enol triflates and diorganozinc reagents with catalytic amounts of nickel(II) chloride-4,4′-dimethoxyl-2,2′-bipyridyl under carbon monoxide atmosphere. The rate of carbon monoxide insertion is increased by the addition of lithium or magnesium halides and the use of polar solvents. Alkenyl iodides can also be used in place of enol triflates.

AB - Catalytic carbonylative Negishi cross-coupling reactions are described. This method readily provides various enones from enol triflates and diorganozinc reagents with catalytic amounts of nickel(II) chloride-4,4′-dimethoxyl-2,2′-bipyridyl under carbon monoxide atmosphere. The rate of carbon monoxide insertion is increased by the addition of lithium or magnesium halides and the use of polar solvents. Alkenyl iodides can also be used in place of enol triflates.

KW - Carbonylative cross-coupling

KW - Enone

KW - Negishi reaction

KW - Nickel catalysis

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DO - 10.1016/j.tetlet.2008.03.035

M3 - Article

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EP - 2921

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 18

ER -

Nickel-catalyzed carbonylative Negishi cross-coupling reactions

Abstract

Keywords

ASJC Scopus subject areas

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