不使用银氧化剂的噻唑/噁唑钯催化二聚反应(英文)
收稿日期: 2016-12-20
修回日期: 2017-03-09
网络出版日期: 2017-03-14
基金资助
中央高校基本科研业务费(No.2016SCU11020)资助项目.
Palladium(II)-Catalyzed Homocoupling of Oxazole/Thiazole in Absence of Silver Oxidant
Received date: 2016-12-20
Revised date: 2017-03-09
Online published: 2017-03-14
Supported by
Project supported by the Fundamental Research Funds for the Central Universities (No. 2016SCU11020).
李瑶 , 马丽芳 , 王晓姣 , 雷搏文 , 赵怡 , 杨嘉宇 , 李子元 . 不使用银氧化剂的噻唑/噁唑钯催化二聚反应(英文)[J]. 有机化学, 2017 , 37(5) : 1213 -1219 . DOI: 10.6023/cjoc201612052
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 stoichiometric silver oxidant renders this reaction more environment-benign and cost-effective. A preliminary mechanism involving a PdⅡ/PdⅣ catalytic cycle is also proposed. Further exploration of this environmental-benign oxidant on other categories of coupling reactions, as well as applications of this revised homocoupling to structural modification of oxazole/thiazole-containing natural products, are undergoing in our lab.
Key words: thiazole; oxazole; homocoupling; C-H bond activation; oxone
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