One-Pot Homolytic Aromatic Substitutions/HWE Olefinations under Microwave Conditions for the Formation of a Small Oxindole Library

Antje Teichert, Katja Jantos, Klaus Harms, and Armido Studer*
Fachbereich Chemie, Philipps-Universitt Marburg, 35032 Marburg, Germany. Organisch-Chemisches Institut, Westflische Wilhelms-Universitt Mnster, Corrensstrasse 40, 48149 Mnster, Germany
Org. Lett., 2004, 6 (20), pp 3477–3480
DOI: 10.1021/ol048759t
Publication Date (Web): September 2, 2004
Copyright © 2004 American Chemical Society

 Philipps-Universität Marburg.

,
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

,

 Westfälische Wilhelms-Universität Münster.

, studer@uni-muenster.de

Abstract

Abstract Image

An efficient one-pot sequence comprising a homolytic aromatic substitution followed by an ionic Horner−Wadsworth−Emmons olefination for the preparation of a small library of α,β-unsaturated oxindoles is presented. Microwave-induced heating is used to conduct these reactions. The homolytic aromatic substitution is mediated by the persistent radical effect.

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History

  • Published In Issue September 30, 2004
  • Received June 30, 2004

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