Preparation of functionalized aryl magnesium reagents by the addition of magnesium aryl thiolates and amides to arynes

Wenwei Lin; Ioannis Sapountzis; Paul Knochel

doi:10.1002/anie.200500443

Preparation of functionalized aryl magnesium reagents by the addition of magnesium aryl thiolates and amides to arynes

Wenwei Lin^*, Ioannis Sapountzis, Paul Knochel

^*Corresponding author for this work

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

93 Citations (Scopus)

Abstract

(Chemical Equation Presented) Reactive arynes, which are readily generated by the reaction of ortho-iocloarylsulfonates with iPrMgCl, undergo the smooth addition of various magnesium nucleophiles like magnesium thiolates, selenides, and amides. In all cases the resulting functionalized aryl magnesium species can be trapped by an electrophile leading to highly functionalized aromatic compounds (see scheme).

Original language	English
Pages (from-to)	4258-4261
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	44
Issue number	27
DOIs	https://doi.org/10.1002/anie.200500443
Publication status	Published - 2005 Jul 4
Externally published	Yes

Keywords

Amination
Arynes
Grignard reagents
Heterocycles
Thioethers

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1002/anie.200500443

Cite this

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abstract = "(Chemical Equation Presented) Reactive arynes, which are readily generated by the reaction of ortho-iocloarylsulfonates with iPrMgCl, undergo the smooth addition of various magnesium nucleophiles like magnesium thiolates, selenides, and amides. In all cases the resulting functionalized aryl magnesium species can be trapped by an electrophile leading to highly functionalized aromatic compounds (see scheme).",

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AU - Lin, Wenwei

AU - Sapountzis, Ioannis

AU - Knochel, Paul

PY - 2005/7/4

Y1 - 2005/7/4

N2 - (Chemical Equation Presented) Reactive arynes, which are readily generated by the reaction of ortho-iocloarylsulfonates with iPrMgCl, undergo the smooth addition of various magnesium nucleophiles like magnesium thiolates, selenides, and amides. In all cases the resulting functionalized aryl magnesium species can be trapped by an electrophile leading to highly functionalized aromatic compounds (see scheme).

AB - (Chemical Equation Presented) Reactive arynes, which are readily generated by the reaction of ortho-iocloarylsulfonates with iPrMgCl, undergo the smooth addition of various magnesium nucleophiles like magnesium thiolates, selenides, and amides. In all cases the resulting functionalized aryl magnesium species can be trapped by an electrophile leading to highly functionalized aromatic compounds (see scheme).

KW - Amination

KW - Arynes

KW - Grignard reagents

KW - Heterocycles

KW - Thioethers

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 27

ER -

Preparation of functionalized aryl magnesium reagents by the addition of magnesium aryl thiolates and amides to arynes

Abstract

Keywords

ASJC Scopus subject areas

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