Decarboxylative Bromooxidation of Indoles by a Vanadium Haloperoxidase

Clare E. Wells, Lauren P.T. Ramos, Lauren J. Harstad, Logan Z. Hessefort, Hyung Ji Lee, Manik Sharma, Kyle F. Biegasiewicz

Research output: Contribution to journalArticlepeer-review

4 Scopus citations


Halooxindoles are versatile building blocks for the construction of complex oxindole-containing targets of biological importance. Despite their synthetic value, catalytic methods to make 3-halooxindoles from readily available starting materials have remained undisclosed. We recently discovered that the chloroperoxidase from Curvularia inaequalis (CiVCPO) is a viable catalyst for the decarboxylative bromooxidation of 3-carboxyindoles to furnish 3-bromooxindoles with excellent regio- and chemoselectivity. In addition to the development of the synthetic method, this study provides evidence of a bromide recycling mechanism for the indole oxidation event. A discussion of the reaction development, substrate scope, mechanistic insights, and reaction applicability will be discussed herein.

Original languageEnglish (US)
Pages (from-to)4622-4628
Number of pages7
JournalACS Catalysis
Issue number7
StatePublished - Apr 7 2023


  • biocatalysis
  • bromooxidation
  • decarboxylation
  • oxindole
  • vanadium haloperoxidase

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry


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