Journal
NATURE COMMUNICATIONS
Volume 7, Issue -, Pages -Publisher
NATURE PORTFOLIO
DOI: 10.1038/ncomms11873
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Funding
- BBSRC [BB/K00199X/1]
- EPSRC
- CoEBio3
- GlaxoSmithKline
- BBSRC [BB/K00199X/1, BB/M017702/1] Funding Source: UKRI
- Biotechnology and Biological Sciences Research Council [BB/M017702/1, BB/K00199X/1] Funding Source: researchfish
- Engineering and Physical Sciences Research Council [1361025] Funding Source: researchfish
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Despite major recent advances in C-H activation, discrimination between two similar, unactivated C-H positions is beyond the scope of current chemocatalytic methods. Here we demonstrate that integration of regioselective halogenase enzymes with Pd-catalysed cross-coupling chemistry, in one-pot reactions, successfully addresses this problem for the indole heterocycle. The resultant 'chemobio-transformation' delivers a range of functionally diverse arylated products that are impossible to access using separate enzymatic or chemocatalytic C-H activation, under mild, aqueous conditions. This use of different biocatalysts to select different C-H positions contrasts with the prevailing substrate-control approach to the area, and presents opportunities for new pathways in C-H activation chemistry. The issues of enzyme and transition metal compatibility are overcome through membrane compartmentalization, with the optimized process requiring no intermediate work-up or purification steps.
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