Metal-free base-mediated oxidative annulation cascades to 3-substituted-3-hydroxyoxindole and its 3-spirocyclic derivative

Min Liu, Chunxia Zhang, Mingruo Ding, Bencan Tang, Fengzhi Zhang

Research output: Journal PublicationArticlepeer-review

18 Citations (Scopus)
1 Downloads (Pure)

Abstract

A simple and efficient method was developed for the construction of the medicinally important 3-substituted-3-hydroxyoxindole and its 3-spirocyclic derivatives with readily available aniline derivatives as starting materials. This highly atom- and step-economical one-pot protocol was carried out under metal-free base-mediated conditions through a novel oxidative annulation strategy with oxygen as the oxidant. The key intermediates were isolated and confirmed. A reasonable reaction pathway was proposed and supported by the preliminary experiments, and the computational studies were carried out to understand the energetics of the key rearrangement reaction.

Original languageEnglish
Pages (from-to)4509-4514
Number of pages6
JournalGreen Chemistry
Volume19
Issue number19
DOIs
Publication statusPublished - 2017

ASJC Scopus subject areas

  • Environmental Chemistry
  • Pollution

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