Iron-catalyzed C-N bond formation via oxidative Csp3-H bond functionalization adjacent to nitrogen in amides and anilines: Synthesis of N-alkyl and N-benzyl azoles

Iron catalyzed oxidative protocol was developed to couple azoles with amides to generate N-alkylazole derivatives in moderate to excellent yields using tertiarybutyl hydroperoxide as an oxidant under mild reaction conditions. Furthermore, this protocol explored to couple azoles with N-alkylanilines, unexpectedly N-benzyl azoles were obtained as major products under these oxidative conditions. (C) 2015 Elsevier Ltd. All rights reserved.