{"title":"碱控选择性裂解二氟碳的 C-F 键以实现吲哚利嗪类化合物的分歧组装","authors":"Chun-Yan Wu , Xiang-Long Chen , Dong-Sheng Yang , Yong-Xing Tang , Li-Sheng Wang , Yan-Dong Wu , Shi-Yi Zhuang , An-Xin Wu","doi":"10.1039/d4qo00801d","DOIUrl":null,"url":null,"abstract":"<div><div>A [3 + 1 + 1] cascade annulation reaction for the divergent construction of trisubstituted indolizines using sulfoxonium ylides, BrCF<sub>2</sub>CO<sub>2</sub>Me and pyridinium salts as readily available substrates has been developed. By changing the reaction conditions, this metal-free process realized selective cleavage of one or two C–F bonds of difluorocarbene and let it act as a C or CF source. Further transformation of the product presented the practicality of this reaction.</div></div>","PeriodicalId":94379,"journal":{"name":"Organic chemistry frontiers : an international journal of organic chemistry","volume":"11 15","pages":"Pages 4214-4218"},"PeriodicalIF":0.0000,"publicationDate":"2024-07-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Base-controlled selective cleavage of the C–F bond of difluorocarbene for the divergent assembly of indolizines†\",\"authors\":\"Chun-Yan Wu , Xiang-Long Chen , Dong-Sheng Yang , Yong-Xing Tang , Li-Sheng Wang , Yan-Dong Wu , Shi-Yi Zhuang , An-Xin Wu\",\"doi\":\"10.1039/d4qo00801d\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A [3 + 1 + 1] cascade annulation reaction for the divergent construction of trisubstituted indolizines using sulfoxonium ylides, BrCF<sub>2</sub>CO<sub>2</sub>Me and pyridinium salts as readily available substrates has been developed. By changing the reaction conditions, this metal-free process realized selective cleavage of one or two C–F bonds of difluorocarbene and let it act as a C or CF source. Further transformation of the product presented the practicality of this reaction.</div></div>\",\"PeriodicalId\":94379,\"journal\":{\"name\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"volume\":\"11 15\",\"pages\":\"Pages 4214-4218\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2024-07-23\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic chemistry frontiers : an international journal of organic chemistry\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S2052412924004042\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2024/6/12 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic chemistry frontiers : an international journal of organic chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2052412924004042","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/6/12 0:00:00","PubModel":"Epub","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
摘要
本研究开发了一种[3+1+1]级联环化反应，该反应以磺鎓酰化物、BrCF2CO2Me 和吡啶鎓盐为容易获得的底物，用于歧化构建三取代吲嗪类化合物。通过改变反应条件，这种无金属工艺实现了选择性裂解二氟碳的一个或两个 C-F 键，并使其成为 C 或 CF 源。产物的进一步转化体现了这一反应的实用性。
Base-controlled selective cleavage of the C–F bond of difluorocarbene for the divergent assembly of indolizines†
A [3 + 1 + 1] cascade annulation reaction for the divergent construction of trisubstituted indolizines using sulfoxonium ylides, BrCF2CO2Me and pyridinium salts as readily available substrates has been developed. By changing the reaction conditions, this metal-free process realized selective cleavage of one or two C–F bonds of difluorocarbene and let it act as a C or CF source. Further transformation of the product presented the practicality of this reaction.
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