铜催化重氮试剂与甲酰胺偶联反应合成α‐甲氧基酮和α‐酮酰胺

IF 4 2区化学 Q2 CHEMISTRY, APPLIED

Advanced Synthesis & Catalysis Pub Date : 2025-06-16 DOI:10.1002/adsc.202500235

Rongxiang Chen, Jutuan Xiao, Jing Cao, Mingli Zhu, Kai-Kai Wang, Shouhu Li, Lantao Liu

{"title":"铜催化重氮试剂与甲酰胺偶联反应合成α‐甲氧基酮和α‐酮酰胺","authors":"Rongxiang Chen, Jutuan Xiao, Jing Cao, Mingli Zhu, Kai-Kai Wang, Shouhu Li, Lantao Liu","doi":"10.1002/adsc.202500235","DOIUrl":null,"url":null,"abstract":"A copper-catalyzed coupling reaction of diazo reagents with formamides is reported. Under the optimal reaction conditions, this reaction leads to a wide range of α-formyloxy ketones and α-ketoamides in moderate to good yields. This strategy enables the installation of two important functional groups, aldehyde and amine group, into the target molecule in the presence of formamide via CN bond cleavage. Mechanism studies indicate that this conversion reaction may undergo a radical process.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"367 13","pages":""},"PeriodicalIF":4.0000,"publicationDate":"2025-06-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Copper-Catalyzed Coupling Reaction of Diazo Reagent with Formamide for the Synthesis of α-Formyloxy Ketones and α-Ketoamides\",\"authors\":\"Rongxiang Chen, Jutuan Xiao, Jing Cao, Mingli Zhu, Kai-Kai Wang, Shouhu Li, Lantao Liu\",\"doi\":\"10.1002/adsc.202500235\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"A copper-catalyzed coupling reaction of diazo reagents with formamides is reported. Under the optimal reaction conditions, this reaction leads to a wide range of α-formyloxy ketones and α-ketoamides in moderate to good yields. This strategy enables the installation of two important functional groups, aldehyde and amine group, into the target molecule in the presence of formamide via CN bond cleavage. Mechanism studies indicate that this conversion reaction may undergo a radical process.\",\"PeriodicalId\":118,\"journal\":{\"name\":\"Advanced Synthesis & Catalysis\",\"volume\":\"367 13\",\"pages\":\"\"},\"PeriodicalIF\":4.0000,\"publicationDate\":\"2025-06-16\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Advanced Synthesis & Catalysis\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://advanced.onlinelibrary.wiley.com/doi/10.1002/adsc.202500235\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, APPLIED\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Advanced Synthesis & Catalysis","FirstCategoryId":"92","ListUrlMain":"https://advanced.onlinelibrary.wiley.com/doi/10.1002/adsc.202500235","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

摘要

报道了铜催化重氮试剂与甲酰胺的偶联反应。在最佳反应条件下，该反应可制得中高收率的α‐甲氧基酮和α‐酮酰胺。这种策略使得两个重要的官能团，醛和胺基团，在甲酰胺存在的情况下通过C - _ - N键裂解进入目标分子。机理研究表明，该转化反应可能经历一个自由基过程。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Copper-Catalyzed Coupling Reaction of Diazo Reagent with Formamide for the Synthesis of α-Formyloxy Ketones and α-Ketoamides

查看原文本刊更多论文

Copper-Catalyzed Coupling Reaction of Diazo Reagent with Formamide for the Synthesis of α-Formyloxy Ketones and α-Ketoamides

A copper-catalyzed coupling reaction of diazo reagents with formamides is reported. Under the optimal reaction conditions, this reaction leads to a wide range of α-formyloxy ketones and α-ketoamides in moderate to good yields. This strategy enables the installation of two important functional groups, aldehyde and amine group, into the target molecule in the presence of formamide via CN bond cleavage. Mechanism studies indicate that this conversion reaction may undergo a radical process.

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

Advanced Synthesis & Catalysis 化学-应用化学

CiteScore

9.40

自引率

7.40%

发文量

447

审稿时长

1.8 months

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.