Angewandte Chemie International Edition · 2017 · 106 citations · 72 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryCross-coupling ReactionsHeterocycle SynthesisHeterocyclic ChemistryMetal CatalysisOrganic SynthesisCopper CatalysisCopper ChemistryCopper-catalyzed CouplingPyridine ChemistryPyridine SynthesisRegioselectivityTransition Metal-catalyzed SynthesisTransition-metal-catalyzed Functionalization
A [2+2+2] modular synthesis of multisubstituted pyridines, with excellent regioselectivity, has been realized by copper catalysisand involves three distinct components: vinyliodonium salts, nitriles, and alkynes. The reactions proceeded with the facile formation of an aza-butadienylium intermediate by alkenylation of the nitrile with a vinyliodonium salt. Moreover, the alkynes in the reaction were extended to alkenes, which are an advantage of expense and relative scarceness of alkynes.
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A Meta-Selective Copper-Catalyzed C–H Bond Arylation
Robert J. Phipps, Matthew J. Gaunt · Science · 2009 · 988 citations