铜促C—H官能团化合成桥头氮稠杂环化合物的研究进展有机化学.pdfVIP

DOI: 10.6023/cjoc201504013 综述与进展 有机化学 Chinese Journal of Organic Chemistry REVIEW 铜促C—H 官能团化合成桥头氮稠杂环化合物的研究进展 张英俊 聂 飚 张 霁* (广东东阳光集团药业研究院 东莞 523871) 摘要 归纳论述了铜促 C—H 官能团化和闭环策略在合成新颖稠杂环化合物中的新发展. 这一类桥头氮稠杂环包括氮 茚、吡唑并吡啶、吡啶并苯并咪唑等化合物. 铜盐催化的现代胺化反应, 氧化偶联和 Csp2—H 、Csp—H 、Csp3—H 键和 N—H 活化的联合使用充分体现了这一绿色合成新法的优越性和实用性. 对一些复杂的闭环反应机理, 进行了总结和 概括. 关键词 铜催化; 桥头氮稠杂环; 氧化偶联; C—H 活化; N—H 活化; 闭环策略 Progress in the Research of Copper Promoted C—H Functionaliza- tions for the Synthesis of Fused Heterocycles Bearing Bridgehead Nitrogen Zhang, Yingjun Nie, Biao Zhang, Ji* (HEC Pharm Group, HEC Research and Development Center, Dongguan 523871) Abstract The copper-catalyzed C—H activation, selective functionalization and the development of cyclization strategy for the synthesis of novel fused-heterocyclic (heterocycles with ring-junction nitrogen or bridgehead nitrogen) compounds are discussed. This class of novel bridgehead nitrogen heterocycles includes indolizine, pyrazolopyridine, benzimidazole and other polyheterocyclic compounds. The series including modern amination, oxidative coupling and Csp2—H, Csp—H, Csp3—H and N—H activation catalyzed by Cu(I) or Cu(II) salts makes this green synthesis a superior and practical method providing entry into complex heterocycles. Some reaction mechanisms have also been summarized. Keywords copper-catalyzed; bridgehead nitrogen fused-heterocycles; oxidative coupling; C—H activation; N—H activation, cyclization; annulation 从万艾