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Chemoenzymatic C,C-Bond Forming Cascades by Cryptic Vanadium Haloperoxidase Catalyzed Bromination

Qingqi Zhao, Ru Zhang, Johannes Döbber, Tanja Gulder

2024Organic Letters14 citationsDOIOpen Access PDF

Abstract

High Resolution Image Download MS PowerPoint Slide Inspired by natural cryptic halogenation in C,C -bond formation, this study developed a synthetic approach combining biocatalytic bromination with transition-metal-catalyzed cross-coupling. Using the cyanobacterial Am VHPO, a robust and sustainable bromination-arylation cascade was created. Genetic modifications allowed enzyme immobilization, enhancing the compatibility between biocatalysis and chemocatalysis. This mild, efficient method for synthesizing biaryl compounds provides a foundation for future biochemo cascade reactions harnessing halogenation as a traceless directing tool.

Topics & Concepts

HalogenationChemistryCatalysisCascadeCombinatorial chemistryVanadiumBiocatalysisOrganic chemistryReaction mechanismChromatographyVanadium and Halogenation ChemistryAlkaloids: synthesis and pharmacologyEnzyme Catalysis and Immobilization
Chemoenzymatic C,C-Bond Forming Cascades by Cryptic Vanadium Haloperoxidase Catalyzed Bromination | Litcius