{"title":"Palladium‐Catalyzed Cyclization Amination of Propargylamine and 1,3‐Dienes","authors":"Biao Yao, Wenfang Xiong, Wanqing Wu, Huanfeng Jiang","doi":"10.1002/adsc.202401464","DOIUrl":null,"url":null,"abstract":"A novel and efficient palladium‐catalyzed cyclization amination of propargylamines and 1,3‐dienes is reported for the first time, yielding a series of chloromethylene pyrrolidines with high efficiency and excellent selectivity. This method was successfully applied to the late‐stage modification of natural products and drug molecules, providing molecular backbones with potential applications. The reaction was shown to achieve regioselective modulation of the product molecules through the resonance between the solvent and allylpalladium. Additionally, the E‐form products were found to be thermodynamically stable.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"56 1","pages":""},"PeriodicalIF":4.4000,"publicationDate":"2025-01-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Advanced Synthesis & Catalysis","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/adsc.202401464","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
引用次数: 0
Abstract
A novel and efficient palladium‐catalyzed cyclization amination of propargylamines and 1,3‐dienes is reported for the first time, yielding a series of chloromethylene pyrrolidines with high efficiency and excellent selectivity. This method was successfully applied to the late‐stage modification of natural products and drug molecules, providing molecular backbones with potential applications. The reaction was shown to achieve regioselective modulation of the product molecules through the resonance between the solvent and allylpalladium. Additionally, the E‐form products were found to be thermodynamically stable.
期刊介绍：
Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry.
The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.
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