Cu(I)-Catalyzed Three-Component Coupling of Trifluoromethyl Ketone N-Tosylhydrazones, Alkynes and Azides: Synthesis of Difluoromethylene Substituted 1,2,3-Triazoles
- ISSN号:1001-604X
- 期刊名称:《中国化学:英文版》
- 时间:0
- 分类:O625.2[理学—有机化学;理学—化学] TQ224.5[化学工程—有机化工]
- 作者机构:[1]Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, China, [2]The State Key Laboratory of Organometallic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China
- 相关基金:The project is supported by National Basic Research Program of China (973 Program, No. 2015CB856600) and NSFC (Nos. 21472004 and 21332002).
关键词:
三氟甲基酮, 三组分, 氟取代, 叠氮化合物, Cu, 偶联, 酰腙, 甲苯, Cu(I)-catalysis, metal carbene, migratory insertion, β-fluoride elimination, triazole
中文摘要:
一 trifluoromethyl 酉同类 N-tosylhydrazones,炔属羟和叠氮化物的催化 CuI 的三部件的联合被开发了。reactionrepresents 存取 difluoromethylene 的一个直接方法代替了 1,2,3-triazoles。机械学地,反应跟随包含 Cu (I) triazolide 中介, Cu (I) carbene 形成,迁移的插入,和氟化物消除的形成的一条小径,这被建议了。Thetransformation 被温和条件,宽底层范围和高效率展示。
英文摘要:
A Cul-catalyzed three-component coupling of trifluoromethyl ketone N-tosylhydrazones, alkynes and azides has been developed. The reaction represents a straightforward method to access difluoromethylene substituted 1,2,3-triazoles. Mechanistically, it has been proposed that the reaction follows a pathway involving the formation of Cu(1) triazolide intermediate, Cu(I) carbene formation, migratory insertion, and β-fluoride elimination. The trans- formation is featured by mild conditions, wide substrate scope and high efficiency.