水稳定的2‐吡啶硼试剂：Pd催化芳基卤化物的2‐吡啶化反应

IF 16.9 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Angewandte Chemie International Edition Pub Date : 2025-02-19 DOI:10.1002/anie.202500315

Wei Li, Yu Chen, Ruyi Yuan, Xuhao Jia, Prof. Dr. Yingming Yao, Prof. Dr. Li Zhang

{"title":"水稳定的2‐吡啶硼试剂：Pd催化芳基卤化物的2‐吡啶化反应","authors":"Wei Li, Yu Chen, Ruyi Yuan, Xuhao Jia, Prof. Dr. Yingming Yao, Prof. Dr. Li Zhang","doi":"10.1002/anie.202500315","DOIUrl":null,"url":null,"abstract":"<p>The stability of 2-pyridylation reagents is a long-standing issue in cross-coupling chemistry due to hydrolysis. However, as the use of pyridine-based pharmaceuticals continues to increase, there is a high demand for stable and reactive 2-pyridylation reagents. Herein, a general strategy to prepare water-stable 2-pyridylboron reagents has been developed. The application of the water-stable 2-pyridylboron reagents in a neutral Suzuki–Miyaura coupling with a halide scavenger enables an efficient 2-pyridylation reaction of aryl halides.</p>","PeriodicalId":125,"journal":{"name":"Angewandte Chemie International Edition","volume":"64 18","pages":""},"PeriodicalIF":16.9000,"publicationDate":"2025-02-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Water-Stable 2-Pyridylboron Reagents: Pd-Catalyzed 2-Pyridylation Reaction of Aryl Halides\",\"authors\":\"Wei Li, Yu Chen, Ruyi Yuan, Xuhao Jia, Prof. Dr. Yingming Yao, Prof. Dr. Li Zhang\",\"doi\":\"10.1002/anie.202500315\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>The stability of 2-pyridylation reagents is a long-standing issue in cross-coupling chemistry due to hydrolysis. However, as the use of pyridine-based pharmaceuticals continues to increase, there is a high demand for stable and reactive 2-pyridylation reagents. Herein, a general strategy to prepare water-stable 2-pyridylboron reagents has been developed. The application of the water-stable 2-pyridylboron reagents in a neutral Suzuki–Miyaura coupling with a halide scavenger enables an efficient 2-pyridylation reaction of aryl halides.</p>\",\"PeriodicalId\":125,\"journal\":{\"name\":\"Angewandte Chemie International Edition\",\"volume\":\"64 18\",\"pages\":\"\"},\"PeriodicalIF\":16.9000,\"publicationDate\":\"2025-02-19\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Angewandte Chemie International Edition\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://onlinelibrary.wiley.com/doi/10.1002/anie.202500315\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Angewandte Chemie International Edition","FirstCategoryId":"92","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/anie.202500315","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}

引用次数: 0

摘要

2 -吡啶化试剂的稳定性是由于水解引起的交叉偶联化学中一个长期存在的问题。然而，随着以吡啶为基础的药物的使用不断增加，对稳定和活性的2 -吡啶化试剂的需求很高。本文提出了制备水稳定型2 -吡啶硼试剂的一般策略。在中性Suzuki - Miyaura偶联中和卤化物清除剂中应用水稳定型2 -吡啶基硼试剂，实现了芳基卤化物的高效2 -吡啶化反应。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Water-Stable 2-Pyridylboron Reagents: Pd-Catalyzed 2-Pyridylation Reaction of Aryl Halides

查看原文本刊更多论文

Water-Stable 2-Pyridylboron Reagents: Pd-Catalyzed 2-Pyridylation Reaction of Aryl Halides

The stability of 2-pyridylation reagents is a long-standing issue in cross-coupling chemistry due to hydrolysis. However, as the use of pyridine-based pharmaceuticals continues to increase, there is a high demand for stable and reactive 2-pyridylation reagents. Herein, a general strategy to prepare water-stable 2-pyridylboron reagents has been developed. The application of the water-stable 2-pyridylboron reagents in a neutral Suzuki–Miyaura coupling with a halide scavenger enables an efficient 2-pyridylation reaction of aryl halides.

求助全文

通过发布文献求助，成功后即可免费获取论文全文。去求助

来源期刊

Angewandte Chemie International Edition 化学-化学综合

CiteScore

26.60

自引率

6.60%

发文量

3549

审稿时长

1.5 months

期刊介绍： Angewandte Chemie, a journal of the German Chemical Society (GDCh), maintains a leading position among scholarly journals in general chemistry with an impressive Impact Factor of 16.6 (2022 Journal Citation Reports, Clarivate, 2023). Published weekly in a reader-friendly format, it features new articles almost every day. Established in 1887, Angewandte Chemie is a prominent chemistry journal, offering a dynamic blend of Review-type articles, Highlights, Communications, and Research Articles on a weekly basis, making it unique in the field.