Organic Letters · 2006 · 65 citations · 11 references
Natural SciencesChemistryOrganic ChemistryHeterocycle SynthesisDiazonium SaltsDouble BondsHeterocycle FunctionalizationOlefin ReductionOne-pot DeprotectionRegioselective Catalysis
[Structure: see text] The reduction of aryl diazonium salts in the presence of nonactivated olefins provides rapid entry to carbodiazenylation products. The regioselective functionalization of double bonds is achieved in a one-pot process starting from aniline derivatives. Carboamination of olefins is possible via a two-step carbodiazenylation-hydrogenation sequence in which one aniline equivalent is recovered.
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Josephine S. Nakhla, Jeff W. Kampf, John P. Wolfe · Journal of the American Chemical Society · 2006 · 179 citations · Full text