不使用银氧化剂的噻唑/噁唑钯催化二聚反应（英文）  

Palladium(Ⅱ)-Catalyzed Homocoupling of Oxazole/Thiazole in Absence of Silver Oxidant

作　　者：李瑶[1] 马丽芳[1] 王晓姣[1] 雷搏文 赵怡[1] 杨嘉宇 李子元[1] 

机构地区：[1]四川大学化学工程学院制药与生物工程系,成都610065

出　　处：《有机化学》2017年第5期1213-1219,共7页Chinese Journal of Organic Chemistry

基　　金：supported by the Fundamental Research Funds for the Central Universities(No.2016SCU11020)~~

摘　　要：以Oxone作为氧化剂,实现了基于钯催化C—H键活化的噻唑/噁唑二聚反应,具有中等至优异的收率和理想的官能团耐受性,且无需添加其它添加剂或配体.与本作者过去报道的二聚反应相比,本反应避免使用化学当量的银盐作为氧化剂,使得本反应更具经济性和环境友好性.此外,初步提出了一条涉及二价钯/四价钯催化循环的反应机理.进一步将该环境友好的氧化剂应用于其他类型的偶联反应,以及将其应用于含有噻唑/噁唑结构的天然产物结构修饰上,尚在进行中.Homocoupling of oxazole/thiazole via palladium-catalyzed C--H bond activation using oxone as an oxidant has been achieved in moderate to excellent yields with good functional group tolerance. No other additive or ligand was employed in this efficient reaction. Comparing to our previously reported homocoupling of oxazole/thiazole, the absence of stoichio- metric silver oxidant renders this reaction more environment-benign and cost-effective. A preliminary mechanism involving a Pdn/PdTM catalytic cycle is also proposed. Further exploration of this environmental-benign oxidant on other categories of cou- pling reactions, as well as applications of this revised homocoupling to structural modification of oxazole/thiazole-containing natural laroducts, are undergoing in our lab.

关 键 词：噻唑 噁唑 二聚反应 C—H键活化 OXONE 

分 类 号：O621.251[理学—有机化学]