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Late-Stage Diversification of Biologically Active Molecules via Chemoenzymatic C-H Functionalization
Landon J Durak1, James T Payne1, Jared C Lewis1
1Department of Chemistry, The University of Chicago, Chicago, Illinois 60637, United States.
Abstract:
Engineered variants of rebeccamycin halogenase were used to selectively halogenate a number of biologically active aromatic compounds. Subsequent Pd-catalyzed cross-coupling reactions on the crude extracts of these reactions were used to install aryl, amine, and ether substituents at the halogenation site. This simple, chemoenzymatic method enables non-directed functionalization of C-H bonds on a range of substrates to provide access to derivatives that would be challenging or inefficient to prepare by other means.
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