Three efficient methods for the synthesis of a series of Cu(Ⅱ) and Cu(Ⅰ) complexes based on imidazo[1,5-a] pyridine derivatives were developed. These methods include the following: (ⅰ) Cu(Ⅱ) salts were used as metal sources and N, N-dimethylformamide was employed as a solvent as well as a reductant to produce Cu(Ⅰ) complexes. (ⅱ) An iodidecontaining compound was utilized as a ligand and iodide source to prepare complexes. An in situ metalligand reaction occurred and an iodide-bridged copper complex was generated. (ⅲ) A series of aldehydes were added to the reaction systems to induce in situ metal-ligand reactions between the aldehydes and the imidazo[1,5-a]pyridine derivatives, producing polydentate ligand scaffolds. Eight complexes were prepared and characterized. The catalytic activities of these complexes toward the ketalization of ketones by ethylene glycol were investigated. With the exception of complex 4, the remaining seven complexes all showed high catalytic activity. The lower activity of 4 may be due to the larger radius of bridging iodide ions and the shorter Cu(Ⅰ)…Cu(Ⅰ) distance.

有机化学综合实验是化学教育中不可或缺的一环，它不仅能够显著提高本科生的基本实验技能，而且有助于加深本科生对专业知识的理解和掌握，为未来的学术探索和职业生涯奠定坚实的基础。本文介绍了一个有机化学综合实验，以茚-2-甲醛和4-乙烯基苯并噁嗪酮为反应物，利用钯催化串联环化反应合成12-乙烯基-7,12-二氢苯并[双]茚并[1,2-e]氮杂卓化合物，并且使用高分辨质谱(HRMS)、核磁共振氢谱(1H NMR)和碳谱(¹³C NMR)等技术手段对产物结构进行表征。