Palladium‐catalyzed tandem carbonylative aza‐Wacker‐type cyclization of nucleophile tethered alkene to access fused N‐heterocycles
Lijun Shi; Wenming Shan; Li FW(李福伟)
刊名Chinese Journal of Chemistry
2020-09
卷号39期号:3页码:317
英文摘要

Although tandem reactions offer rapid access to structurally complex molecules in one﹑ot reaction, the selectivity issue needs to be addressed particularly when incompatible step reactions are involved. Herein, we report the selective synthesis of fused N﹉eterocycles from nucleophile‐tethered alkenylamide and carbon monoxide via palladium (Pd)ヽatalyzed tandem carbonylative aza¦acker‐type cyclization. The electronヾeficient nature of amide N〩 and the intramolecular coordination of Pd with alkene accelerate the aminopalladation and effectively prevent the side oxidative carbonylation of diamine moiety to form urea. It is also found that the reported acyl Pd chloride intermediate may not be involved in this tandem cyclization. This work not only provides an efficient synthetic route to fused 1,4ヾiazepanones and 1,4ヾiazepanes but also inspires further development of tandem reactions for the diverse synthesis of heterocycles. 

语种英语
内容类型期刊论文
源URL[http://ir.licp.cn/handle/362003/27313]  
专题兰州化学物理研究所_OSSO国家重点实验室
通讯作者Lijun Shi
作者单位中国科学院兰州化物所
推荐引用方式
GB/T 7714
Lijun Shi,Wenming Shan,Li FW. Palladium‐catalyzed tandem carbonylative aza‐Wacker‐type cyclization of nucleophile tethered alkene to access fused N‐heterocycles[J]. Chinese Journal of Chemistry,2020,39(3):317.
APA Lijun Shi,Wenming Shan,&李福伟.(2020).Palladium‐catalyzed tandem carbonylative aza‐Wacker‐type cyclization of nucleophile tethered alkene to access fused N‐heterocycles.Chinese Journal of Chemistry,39(3),317.
MLA Lijun Shi,et al."Palladium‐catalyzed tandem carbonylative aza‐Wacker‐type cyclization of nucleophile tethered alkene to access fused N‐heterocycles".Chinese Journal of Chemistry 39.3(2020):317.
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