Preparation of polyfunctional arynes via 2-magnesiated diaryl sulfonates

Ioannis Sapountzis; Wenwei Lin; Markus Fischer; Paul Knochel

doi:10.1002/anie.200460417

Preparation of polyfunctional arynes via 2-magnesiated diaryl sulfonates

Ioannis Sapountzis^*, Wenwei Lin, Markus Fischer, Paul Knochel

^*Corresponding author for this work

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

87 Citations (Scopus)

Abstract

The synthetic potential of arynes can be exploited through a new method for their generation from functionalized aryl magnesium reagents and controlled reaction. Arynes with functional groups such as ester, nitrile, ketone, or nitro groups, or with a quinolyl skeleton, can be formed from polyfunctionalized 2-iodo aryl 4-chlorobenezenesulfonates and trapped in 68-93% yield with furan (see scheme).

Original language	English
Pages (from-to)	4364-4366
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	43
Issue number	33
DOIs	https://doi.org/10.1002/anie.200460417
Publication status	Published - 2004 Aug 20
Externally published	Yes

Keywords

Arynes
Cycloaddition
Elimination
Grignard reagents
Metalation

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1002/anie.200460417

Cite this

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author = "Ioannis Sapountzis and Wenwei Lin and Markus Fischer and Paul Knochel",

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AU - Sapountzis, Ioannis

AU - Lin, Wenwei

AU - Fischer, Markus

AU - Knochel, Paul

PY - 2004/8/20

Y1 - 2004/8/20

N2 - The synthetic potential of arynes can be exploited through a new method for their generation from functionalized aryl magnesium reagents and controlled reaction. Arynes with functional groups such as ester, nitrile, ketone, or nitro groups, or with a quinolyl skeleton, can be formed from polyfunctionalized 2-iodo aryl 4-chlorobenezenesulfonates and trapped in 68-93% yield with furan (see scheme).

AB - The synthetic potential of arynes can be exploited through a new method for their generation from functionalized aryl magnesium reagents and controlled reaction. Arynes with functional groups such as ester, nitrile, ketone, or nitro groups, or with a quinolyl skeleton, can be formed from polyfunctionalized 2-iodo aryl 4-chlorobenezenesulfonates and trapped in 68-93% yield with furan (see scheme).

KW - Arynes

KW - Cycloaddition

KW - Elimination

KW - Grignard reagents

KW - Metalation

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JF - Angewandte Chemie - International Edition

IS - 33

ER -

Preparation of polyfunctional arynes via 2-magnesiated diaryl sulfonates

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

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