Organic Letters · 2013 · 36 citations · 26 references
Natural SciencesChemistryMedicinal ChemistryOrganic ChemistrySynthetic Medicinal ChemistryAddition ReactionsAmino Acid ChemistryCross-coupling ReactionsHeterocycle SynthesisHeterocyclic ChemistryOrganic SynthesisAldehydesAmino Acid DerivativesAmino Acid-derived HeterocyclesPyridine Chemistry
A novel three-component coupling (3-CC) reaction of 2-aminoazines, aromatic aldehydes, and diazo-compounds producing polyfunctional β-amino-α-diazo-compounds has been developed. The reaction features an unprecedented heterocycle-assisted addition of a diazo-compound to an imine. The obtained diazoesters were efficiently converted into valuable heterocycles as well as β-amino acid derivatives.
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