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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