z选择性铁催化C-H与烯的烷基化反应：获得立体烯烃。

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-07-10 DOI:10.1021/acs.orglett.5c02274

Silvia Cattani, Filippo Cordovani, Davide Balestri, João C. A. Oliveira, Sven Erik Peters, Lutz Ackermann* and Gianpiero Cera*,

{"title":"z选择性铁催化C-H与烯的烷基化反应：获得立体烯烃。","authors":"Silvia Cattani, Filippo Cordovani, Davide Balestri, João C. A. Oliveira, Sven Erik Peters, Lutz Ackermann* and Gianpiero Cera*, ","doi":"10.1021/acs.orglett.5c02274","DOIUrl":null,"url":null,"abstract":"We report an unprecedented iron-catalyzed C–H alkylation of widespread benzamides using readily available allenes. The method, based on cheap, nontoxic, and earth abundant iron catalysts, exploits the assistance of removable triazole directing groups to yield a wide array of Z internal olefins, even at room temperature, with excellent stereocontrol, good yields, and broad functional group tolerance.","PeriodicalId":54,"journal":{"name":"Organic Letters","volume":"27 29","pages":"7950–7955"},"PeriodicalIF":5.0000,"publicationDate":"2025-07-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Z-Selective Iron-Catalyzed C–H Alkylations with Allenes: Access to Stereodefined Olefins\",\"authors\":\"Silvia Cattani, Filippo Cordovani, Davide Balestri, João C. A. Oliveira, Sven Erik Peters, Lutz Ackermann* and Gianpiero Cera*, \",\"doi\":\"10.1021/acs.orglett.5c02274\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"We report an unprecedented iron-catalyzed C–H alkylation of widespread benzamides using readily available allenes. The method, based on cheap, nontoxic, and earth abundant iron catalysts, exploits the assistance of removable triazole directing groups to yield a wide array of Z internal olefins, even at room temperature, with excellent stereocontrol, good yields, and broad functional group tolerance.\",\"PeriodicalId\":54,\"journal\":{\"name\":\"Organic Letters\",\"volume\":\"27 29\",\"pages\":\"7950–7955\"},\"PeriodicalIF\":5.0000,\"publicationDate\":\"2025-07-10\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.orglett.5c02274\",\"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://pubs.acs.org/doi/10.1021/acs.orglett.5c02274","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

我们报道了一个前所未有的铁催化C-H烷基化广泛的苯酰胺使用容易获得的烯。该方法以廉价、无毒、含土丰富的铁催化剂为基础，利用可移动的三唑导向基团的帮助，即使在室温下也能生成多种Z型内烯烃，具有良好的立体控制性、产率和广泛的官能团耐受性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Z-Selective Iron-Catalyzed C–H Alkylations with Allenes: Access to Stereodefined Olefins

查看原文本刊更多论文

Z-Selective Iron-Catalyzed C–H Alkylations with Allenes: Access to Stereodefined Olefins

We report an unprecedented iron-catalyzed C–H alkylation of widespread benzamides using readily available allenes. The method, based on cheap, nontoxic, and earth abundant iron catalysts, exploits the assistance of removable triazole directing groups to yield a wide array of Z internal olefins, even at room temperature, with excellent stereocontrol, good yields, and broad functional group tolerance.

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.