Preparation of polyfunctional arynes via 2-magnesiated diaryl sulfonates

Ioannis Sapountzis, Wenwei Lin, Markus Fischer, Paul Knochel

Research output: Contribution to journalArticle

63 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 languageEnglish
Pages (from-to)4364-4366
Number of pages3
JournalAngewandte Chemie - International Edition
Volume43
Issue number33
DOIs
Publication statusPublished - 2004 Aug 20

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Nitriles
Ketones
Skeleton
Magnesium
Functional groups
Esters
furan

Keywords

  • Arynes
  • Cycloaddition
  • Elimination
  • Grignard reagents
  • Metalation

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Cite this

Preparation of polyfunctional arynes via 2-magnesiated diaryl sulfonates. / Sapountzis, Ioannis; Lin, Wenwei; Fischer, Markus; Knochel, Paul.

In: Angewandte Chemie - International Edition, Vol. 43, No. 33, 20.08.2004, p. 4364-4366.

Research output: Contribution to journalArticle

Sapountzis, Ioannis ; Lin, Wenwei ; Fischer, Markus ; Knochel, Paul. / Preparation of polyfunctional arynes via 2-magnesiated diaryl sulfonates. In: Angewandte Chemie - International Edition. 2004 ; Vol. 43, No. 33. pp. 4364-4366.
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