4.8 Article

One-pot homolytic aromatic substitutions/HWE olefinations under microwave conditions for the formation of a small oxindole library

Journal

ORGANIC LETTERS
Volume 6, Issue 20, Pages 3477-3480

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol048759t

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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 alpha,beta-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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