通过烯丙基醇和苯胺的氧化还原偶联合成 β-氨基酮的吡唑基帕拉烷环。

IF 2.7 3区化学 Q1 CHEMISTRY, ORGANIC

Organic & Biomolecular Chemistry Pub Date : 2024-09-30 DOI:10.1039/d4ob01232a

Shaikh Samser , Priyabrata Biswal , Ramesh Mamidala , Sushanta Kumar Meher , Krishnan Venkatasubbaiah

{"title":"通过烯丙基醇和苯胺的氧化还原偶联合成 β-氨基酮的吡唑基帕拉烷环。","authors":"Shaikh Samser , Priyabrata Biswal , Ramesh Mamidala , Sushanta Kumar Meher , Krishnan Venkatasubbaiah","doi":"10.1039/d4ob01232a","DOIUrl":null,"url":null,"abstract":"<div><div>Herein, we report the synthesis of β-aminoketones by oxidative coupling of allyl alcohols at room temperature using a pyrazole based palladacycle and BINOL-phosphoric acid system. This method avoids the use of any base, external oxidant, and additive. The reaction of <em>p</em>-anisidine and 1-penten-3-ol under the optimized conditions using isolated palladacycle–BINOL-phosphoric acid produced the desired product in 24 h, which suggests that the active species involved in this reaction is the palladacycle–BINOL-phosphoric acid.</div></div>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":"22 42","pages":"Pages 8488-8492"},"PeriodicalIF":2.7000,"publicationDate":"2024-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Pyrazole based palladacycles for the synthesis of β-aminoketones by redox coupling of allyl alcohols and anilines†\",\"authors\":\"Shaikh Samser , Priyabrata Biswal , Ramesh Mamidala , Sushanta Kumar Meher , Krishnan Venkatasubbaiah\",\"doi\":\"10.1039/d4ob01232a\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Herein, we report the synthesis of β-aminoketones by oxidative coupling of allyl alcohols at room temperature using a pyrazole based palladacycle and BINOL-phosphoric acid system. This method avoids the use of any base, external oxidant, and additive. The reaction of <em>p</em>-anisidine and 1-penten-3-ol under the optimized conditions using isolated palladacycle–BINOL-phosphoric acid produced the desired product in 24 h, which suggests that the active species involved in this reaction is the palladacycle–BINOL-phosphoric acid.</div></div>\",\"PeriodicalId\":96,\"journal\":{\"name\":\"Organic & Biomolecular Chemistry\",\"volume\":\"22 42\",\"pages\":\"Pages 8488-8492\"},\"PeriodicalIF\":2.7000,\"publicationDate\":\"2024-09-30\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic & Biomolecular Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S1477052024008607\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1477052024008607","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}

引用次数: 0

摘要

在此，我们报告了利用基于吡唑的泛酰环和 BINOL-磷酸体系，在室温下通过烯丙基醇氧化偶联合成 β-氨基酮的方法。这种方法避免了使用任何碱、外部氧化剂和添加剂。在优化的条件下，使用分离的苍术环-BINOL-磷酸，对甲氧基苯胺和 1-戊烯-3-醇在 24 小时内反应生成了所需的产物，这表明参与该反应的活性物质是苍术环-BINOL-磷酸。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Pyrazole based palladacycles for the synthesis of β-aminoketones by redox coupling of allyl alcohols and anilines†

查看原文本刊更多论文

Pyrazole based palladacycles for the synthesis of β-aminoketones by redox coupling of allyl alcohols and anilines†

Herein, we report the synthesis of β-aminoketones by oxidative coupling of allyl alcohols at room temperature using a pyrazole based palladacycle and BINOL-phosphoric acid system. This method avoids the use of any base, external oxidant, and additive. The reaction of p-anisidine and 1-penten-3-ol under the optimized conditions using isolated palladacycle–BINOL-phosphoric acid produced the desired product in 24 h, which suggests that the active species involved in this reaction is the palladacycle–BINOL-phosphoric acid.

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 & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.