金催化α-氨基托品与烯烃的位点选择性烷基化反应

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-10-21 DOI:10.1021/acs.orglett.4c03372

Giulio Gallorini, Sofia Kiriakidi, Sara Bellini, Carlos Silva López, Giulio Bertuzzi, Marco Bandini

{"title":"金催化α-氨基托品与烯烃的位点选择性烷基化反应","authors":"Giulio Gallorini, Sofia Kiriakidi, Sara Bellini, Carlos Silva López, Giulio Bertuzzi, Marco Bandini","doi":"10.1021/acs.orglett.4c03372","DOIUrl":null,"url":null,"abstract":"The site-selective alkylation of α-aminotropones is effectively realized via gold(I)-catalyzed electrophilic activation of allenamides and allenyl ethers, yielding up to 85% in 30 examples. A dedicated and combined spectroscopic and computational investigation accounts for both chemo- and regioselective profiles of the protocol. New opportunities in the chemical space of tropone/tropolone derivatives are identified.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":null,"pages":null},"PeriodicalIF":4.9000,"publicationDate":"2024-10-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Site-Selective Gold-Catalyzed Alkylation of α-Aminotropones with Allenes\",\"authors\":\"Giulio Gallorini, Sofia Kiriakidi, Sara Bellini, Carlos Silva López, Giulio Bertuzzi, Marco Bandini\",\"doi\":\"10.1021/acs.orglett.4c03372\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"The site-selective alkylation of α-aminotropones is effectively realized via gold(I)-catalyzed electrophilic activation of allenamides and allenyl ethers, yielding up to 85% in 30 examples. A dedicated and combined spectroscopic and computational investigation accounts for both chemo- and regioselective profiles of the protocol. New opportunities in the chemical space of tropone/tropolone derivatives are identified.\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":4.9000,\"publicationDate\":\"2024-10-21\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.orglett.4c03372\",\"RegionNum\":1,\"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 Letters","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1021/acs.orglett.4c03372","RegionNum":1,"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

通过金（I）催化亲电活化烯酰胺和烯醚，有效地实现了 α-氨基托品的位点选择性烷基化，在 30 个实例中收率高达 85%。专门进行的光谱和计算综合研究说明了该方案的化学和区域选择性特征。在托品酮/托品酮衍生物的化学空间中发现了新的机遇。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Site-Selective Gold-Catalyzed Alkylation of α-Aminotropones with Allenes

查看原文本刊更多论文

Site-Selective Gold-Catalyzed Alkylation of α-Aminotropones with Allenes

The site-selective alkylation of α-aminotropones is effectively realized via gold(I)-catalyzed electrophilic activation of allenamides and allenyl ethers, yielding up to 85% in 30 examples. A dedicated and combined spectroscopic and computational investigation accounts for both chemo- and regioselective profiles of the protocol. New opportunities in the chemical space of tropone/tropolone derivatives are identified.

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 Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.