An approach to complicated quinoline derivatives catalyzed by rhodium catalytic system via oxidative annulations was proposed. A systematic exploration was completed. All kinds of reaction parameters were determined. And 55 kinds of target molecules were obtained with moderate to high yields. Combination of double oxidants made the conversion proceed smoothly. A clear reaction mechanism was put forward. Adjacent π systems might provide assistance for realizing the activation of relatively unreactive C(5) H of imidazole rings by forming five-membered metallacycle intermediates. In addition, scaled-up experiment verified the practical applicability.
A Cu-based homogeneous catalytic system was proposed for the preparation of imides from alkenetethered amides. Here, O 2 acted as a terminal oxidant and a cheap and easily available oxygen source.The cleavage of C]C bonds and the formation of C-N bonds were catalyzed by Cu(II) salts with proper nitrogen-containing ligands under 100 C. The synthesis approach has potential applications in pharmaceutical syntheses. Moreover, scaled-up experiments confirmed the practical applicability.
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