Journal of the American Chemical Society · 2012 · 166 citations · 74 references
Natural SciencesChemistryCatalysisOrganic ChemistryCatalytic MechanismsHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisReaction MechanismsIndole ChemistryIndole SynthesisTandem CatalysisTransition-metal-catalyzed Heterocycle Synthesis
Iron(II) bromide catalyzes the transformation of ortho-substituted aryl azides into 2,3-disubstituted indoles through a tandem ethereal C-H bond amination [1,2]-shift reaction. The preference for the 1,2-shift component of the tandem reaction was established to be Me < 1° < 2° < Ph.
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