Key Laboratory of the Ministry of Education for Advanced Catalysis Materials, College of Chemistry and Life Sciences, Zhejiang Normal University, Jinhua 321004, People's Republic of China.
School of Chemistry and Chemical Engineering, Shandong Provincial Key Laboratory of Chemical Energy Storage and Novel Cell Technology, Liaocheng University, Liaocheng 252059, Shandong, People's Republic of China.
Org Biomol Chem. 2020 Feb 19;18(7):1476-1486. doi: 10.1039/c9ob02532d.
A novel one-pot approach for the synthesis of multi-substituted 2-imidazolylimidazoles, 2-pyrazolylimidazoles and 2-indazolylimidazoles was developed through a domino addition/A3 coupling/cyclization process under copper catalysis. A variety of aminoethyl- or hydroxylethyl-tethered 2-azolylimidazole derivatives were conveniently and efficiently assembled in one pot using N-propargylcarbodiimides, azoles, paraformaldehyde and secondary amines as starting materials. The products containing an o-iodoaryl group could be further converted to imidazo[1,2-c]imidazo[1,2-a]quinazoline derivatives through a copper-catalyzed intramolecular C-H arylation.
一种新颖的一锅法合成多取代 2-咪唑基咪唑、2-吡唑基咪唑和 2-吲唑基咪唑的方法是通过铜催化的串联加成/A3 偶联/环化反应来实现的。通过使用 N-炔丙基碳二亚胺、唑类、多聚甲醛和仲胺作为起始原料，方便、有效地在一锅反应中组装了各种氨基乙基或羟乙基连接的 2-唑基咪唑衍生物。含有邻碘芳基的产物可以通过铜催化的分子内 C-H 芳基化进一步转化为咪唑并[1,2-c]咪唑并[1,2-a]喹唑啉衍生物。
