Beilstein Journal of Organic Chemistry (Sep 2021)

A novel methodology for the efficient synthesis of 3-monohalooxindoles by acidolysis of 3-phosphate-substituted oxindoles with haloid acids

  • Li Liu,
  • Yue Li,
  • Tiao Huang,
  • Dulin Kong,
  • Mingshu Wu

DOI
https://doi.org/10.3762/bjoc.17.150
Journal volume & issue
Vol. 17, no. 1
pp. 2321 – 2328

Abstract

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A novel method for the synthesis of 3-monohalooxindoles by acidolysis of isatin-derived 3-phosphate-substituted oxindoles with haloid acids was developed. This synthetic strategy involved the preparation of 3-phosphate-substituted oxindole intermediates and SN1 reactions with haloid acids. This new procedure features mild reaction conditions, simple operation, good yield, readily available and inexpensive starting materials, and gram-scalability.

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