Publication | Closed Access
Chelation-assisted Rh(iii)-catalyzed C2-selective oxidative C–H/C–H cross-coupling of indoles/pyrroles with heteroarenes
146
Citations
57
References
2013
Year
Chelation-assisted StrategyChemical EngineeringCross-coupling ReactionEngineeringChelation-assisted RhNatural SciencesDiversity-oriented SynthesisExclusive IndoleCatalytic SynthesisOrganic ChemistryOrganometallic CatalysisCatalysisSynthetic ChemistryChemistryHeterocycle ChemistryAsymmetric CatalysisCoupling PartnerBiomolecular Engineering
The chelation-assisted strategy has been endowed with some novel functions in the Rh(III)-catalyzed dehydrogenative coupling of indoles/pyrroles with heteroarenes. While the reaction conditions used are rather common, the strategy can close the homo-coupling pathway of each coupling partner, and dramatically extend substrate scope along with the exclusive indole or pyrrole C2-site selectivity. This is the first example describing that a catalytic system allows the oxidative C–H/C–H hetero-coupling not only between two electron-rich heteroarenes but also between electron-deficient and electron-rich heteroarenes, showing a further beneficial aspect of the Rh(III) catalysis.
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