N-Bromo 和 N-Iodo 亚胺的合成：快速氧化还原中性和工作台稳定工艺

IF 3.1 3区化学 Q2 CHEMISTRY, APPLIED

Organic Process Research & Development Pub Date : 2024-10-11 DOI:10.1021/acs.oprd.4c00194

Ankush Chakraborty, Bardia Soltanzadeh, Nicholas R. Wills, Arvind Jaganathan, Babak Borhan

{"title":"N-Bromo 和 N-Iodo 亚胺的合成：快速氧化还原中性和工作台稳定工艺","authors":"Ankush Chakraborty, Bardia Soltanzadeh, Nicholas R. Wills, Arvind Jaganathan, Babak Borhan","doi":"10.1021/acs.oprd.4c00194","DOIUrl":null,"url":null,"abstract":"This report presents a rapid, ecofriendly technique for the formation of commonly used N-bromo and N-iodinating reagents by reacting readily available N-chloro derivatives with inorganic bromide and iodide salts. All reagents were easily handled, commercially available, and bench stable. This strategy illustrates the expeditious formation of these halogenating reagents in multigram scale in high-yields and purity with an operationally straightforward recrystallization. The mechanistic details suggest an in situ generation of an interhalogen species.","PeriodicalId":55,"journal":{"name":"Organic Process Research & Development","volume":"228 1","pages":""},"PeriodicalIF":3.1000,"publicationDate":"2024-10-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis of N-Bromo and N-Iodo Imides: A Rapid Redox-Neutral and Bench Stable Process\",\"authors\":\"Ankush Chakraborty, Bardia Soltanzadeh, Nicholas R. Wills, Arvind Jaganathan, Babak Borhan\",\"doi\":\"10.1021/acs.oprd.4c00194\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"This report presents a rapid, ecofriendly technique for the formation of commonly used N-bromo and N-iodinating reagents by reacting readily available N-chloro derivatives with inorganic bromide and iodide salts. All reagents were easily handled, commercially available, and bench stable. This strategy illustrates the expeditious formation of these halogenating reagents in multigram scale in high-yields and purity with an operationally straightforward recrystallization. The mechanistic details suggest an in situ generation of an interhalogen species.\",\"PeriodicalId\":55,\"journal\":{\"name\":\"Organic Process Research & Development\",\"volume\":\"228 1\",\"pages\":\"\"},\"PeriodicalIF\":3.1000,\"publicationDate\":\"2024-10-11\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Process Research & Development\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.oprd.4c00194\",\"RegionNum\":3,\"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":"Organic Process Research & Development","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.oprd.4c00194","RegionNum":3,"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

本报告介绍了一种快速、环保的技术，它通过将容易获得的 N-氯衍生物与无机溴盐和碘盐反应，生成常用的 N-溴化和 N-碘化试剂。所有试剂都易于处理，可在市场上买到，并且在工作台稳定。这一策略说明，这些卤化试剂可以快速形成多克级的高产率和高纯度，并可直接进行重结晶。机理细节表明，原位生成了一种卤代物。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Synthesis of N-Bromo and N-Iodo Imides: A Rapid Redox-Neutral and Bench Stable Process

查看原文本刊更多论文

Synthesis of N-Bromo and N-Iodo Imides: A Rapid Redox-Neutral and Bench Stable Process

This report presents a rapid, ecofriendly technique for the formation of commonly used N-bromo and N-iodinating reagents by reacting readily available N-chloro derivatives with inorganic bromide and iodide salts. All reagents were easily handled, commercially available, and bench stable. This strategy illustrates the expeditious formation of these halogenating reagents in multigram scale in high-yields and purity with an operationally straightforward recrystallization. The mechanistic details suggest an in situ generation of an interhalogen species.

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

Organic Process Research & Development 化学-应用化学

CiteScore

6.90

自引率

14.70%

发文量

251

审稿时长

2 months

期刊介绍： The journal Organic Process Research & Development serves as a communication tool between industrial chemists and chemists working in universities and research institutes. As such, it reports original work from the broad field of industrial process chemistry but also presents academic results that are relevant, or potentially relevant, to industrial applications. Process chemistry is the science that enables the safe, environmentally benign and ultimately economical manufacturing of organic compounds that are required in larger amounts to help address the needs of society. Consequently, the Journal encompasses every aspect of organic chemistry, including all aspects of catalysis, synthetic methodology development and synthetic strategy exploration, but also includes aspects from analytical and solid-state chemistry and chemical engineering, such as work-up tools，process safety, or flow-chemistry. The goal of development and optimization of chemical reactions and processes is their transfer to a larger scale; original work describing such studies and the actual implementation on scale is highly relevant to the journal. However, studies on new developments from either industry, research institutes or academia that have not yet been demonstrated on scale, but where an industrial utility can be expected and where the study has addressed important prerequisites for a scale-up and has given confidence into the reliability and practicality of the chemistry, also serve the mission of OPR&D as a communication tool between the different contributors to the field.