Highly functionalized organomagnesium reagents prepared through halogen-metal exchange

Paul Knochel; Wolfgang Dohle; Nina Gommermann; Florian F. Kneisel; Felix Kopp; Tobias Korn; Ioannis Sapountzis; Viet Anh Vu

doi:10.1002/anie.200300579

Highly functionalized organomagnesium reagents prepared through halogen-metal exchange

Paul Knochel, Wolfgang Dohle, Nina Gommermann, Florian F. Kneisel, Felix Kopp, Tobias Korn, Ioannis Sapountzis, Viet Anh Vu

Research output: Contribution to journal › Review article › peer-review

744 Scopus citations

Abstract

Organomagnesium reagents occupy a central position in synthetic organic and organometallic chemistry. Recently, the halogen-magnesium exchange has considerably extended the range of functionalized Grignard reagents available for synthetic purposes. Functional groups such as esters, nitriles, iodides, imines, or even nitro groups can be present in a wide range of aromatic and heterocyclic organomagnesium reagents. Also various highly functionalized alkenyl magnesium species can be prepared. These recent developments as well as new applications of organomagnesium reagents in cross-coupling reactions and amination reactions will be covered in this Review.

Original language	English (US)
Pages (from-to)	4302-4320
Number of pages	19
Journal	Angewandte Chemie - International Edition
Volume	42
Issue number	36
DOIs	https://doi.org/10.1002/anie.200300579
State	Published - Sep 22 2003
Externally published	Yes

Keywords

C-C coupling
Grignard reaction
Magnesium
Organometallic compounds
Synthetic methods

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1002/anie.200300579

Cite this

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abstract = "Organomagnesium reagents occupy a central position in synthetic organic and organometallic chemistry. Recently, the halogen-magnesium exchange has considerably extended the range of functionalized Grignard reagents available for synthetic purposes. Functional groups such as esters, nitriles, iodides, imines, or even nitro groups can be present in a wide range of aromatic and heterocyclic organomagnesium reagents. Also various highly functionalized alkenyl magnesium species can be prepared. These recent developments as well as new applications of organomagnesium reagents in cross-coupling reactions and amination reactions will be covered in this Review.",

keywords = "C-C coupling, Grignard reaction, Magnesium, Organometallic compounds, Synthetic methods",

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T1 - Highly functionalized organomagnesium reagents prepared through halogen-metal exchange

AU - Knochel, Paul

AU - Dohle, Wolfgang

AU - Gommermann, Nina

AU - Kneisel, Florian F.

AU - Kopp, Felix

AU - Korn, Tobias

AU - Sapountzis, Ioannis

AU - Vu, Viet Anh

PY - 2003/9/22

Y1 - 2003/9/22

N2 - Organomagnesium reagents occupy a central position in synthetic organic and organometallic chemistry. Recently, the halogen-magnesium exchange has considerably extended the range of functionalized Grignard reagents available for synthetic purposes. Functional groups such as esters, nitriles, iodides, imines, or even nitro groups can be present in a wide range of aromatic and heterocyclic organomagnesium reagents. Also various highly functionalized alkenyl magnesium species can be prepared. These recent developments as well as new applications of organomagnesium reagents in cross-coupling reactions and amination reactions will be covered in this Review.

AB - Organomagnesium reagents occupy a central position in synthetic organic and organometallic chemistry. Recently, the halogen-magnesium exchange has considerably extended the range of functionalized Grignard reagents available for synthetic purposes. Functional groups such as esters, nitriles, iodides, imines, or even nitro groups can be present in a wide range of aromatic and heterocyclic organomagnesium reagents. Also various highly functionalized alkenyl magnesium species can be prepared. These recent developments as well as new applications of organomagnesium reagents in cross-coupling reactions and amination reactions will be covered in this Review.

KW - C-C coupling

KW - Grignard reaction

KW - Magnesium

KW - Organometallic compounds

KW - Synthetic methods

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Highly functionalized organomagnesium reagents prepared through halogen-metal exchange

Abstract

Keywords

ASJC Scopus subject areas

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