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Late-Stage Diversification of Biologically Active Molecules via Chemoenzymatic C-H Functionalization.

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.

SUBMITTER: Durak LJ

PROVIDER: S-EPMC4890977 | biostudies-literature | 2016 Mar

REPOSITORIES: biostudies-literature

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Late-Stage Diversification of Biologically Active Molecules via Chemoenzymatic C-H Functionalization.

Durak Landon J LJ Payne James T JT Lewis Jared C JC

ACS catalysis 20160125 3

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 pre ...[more]

PMID: 27274902

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