Decarboxylative halogenation of indoles by vanadium haloperoxidases
Lauren J. Harstad, Clare E. Wells, Hyung Ji Lee, Lauren P.T. Ramos, Manik Sharma, Cameron A. Pascoe, Kyle F. Biegasiewicz
Abstract
Halogenated heteroarenes are key building blocks across numerous chemical industries. Here, we report that vanadium haloperoxidases are capable of producing 3-haloindoles through decarboxylative halogenation of 3-carboxyindoles. This biocatalytic method is applicable to decarboxylative chlorination, bromination, and iodination in moderate to high yields and with excellent chemoselectivity.
Topics & Concepts
HalogenationVanadiumChemistryOrganic chemistryVanadium and Halogenation ChemistryOxidative Organic Chemistry ReactionsMetal-Catalyzed Oxygenation Mechanisms