{"title":"通过集成光催化技术从羧酸、醇和烷烃合成模块化烯烃","authors":"Hao Zeng, Ruize Yin, Yu Zhao, Jun-An Ma, Jie Wu","doi":"10.1038/s41557-024-01642-6","DOIUrl":null,"url":null,"abstract":"Alkenes serve as versatile building blocks in diverse organic transformations. Despite notable advancements in olefination methods, a general strategy for the direct conversion of carboxylic acids, alcohols and alkanes into alkenes remains a formidable challenge owing to their inherent reactivity disparities. Here we demonstrate an integrated photochemical strategy that facilitates a one-pot conversion of these fundamental building blocks into alkenes through a sequential C(sp3)–C(sp3) bond formation–fragmentation process, utilizing an easily accessible and recyclable phenyl vinyl ketone as the ‘olefination reagent’. This practical method not only offers an unparalleled paradigm for accessing value-added alkenes from abundant and inexpensive starting materials but also showcases its versatility through various complex scenarios, including late-stage on-demand olefination of multifunctional molecules, chain homologation of acids and concise syntheses of bioactive molecules. Moreover, initiating from carboxylic acids, alcohols and alkanes, this protocol presents a complementary approach to traditional olefination methods, making it a highly valuable addition to the research toolkit for alkene synthesis. The synthesis of alkenes from carboxylic acids, alcohols and alkanes is a formidable challenge owing to their inherent differences in reactivity. Now the one-pot conversion of these building blocks into alkenes is reported through an integrated photochemical strategy using a phenyl vinyl ketone as the olefination reagent.","PeriodicalId":18909,"journal":{"name":"Nature chemistry","volume":"16 11","pages":"1822-1830"},"PeriodicalIF":19.2000,"publicationDate":"2024-09-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Modular alkene synthesis from carboxylic acids, alcohols and alkanes via integrated photocatalysis\",\"authors\":\"Hao Zeng, Ruize Yin, Yu Zhao, Jun-An Ma, Jie Wu\",\"doi\":\"10.1038/s41557-024-01642-6\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"Alkenes serve as versatile building blocks in diverse organic transformations. Despite notable advancements in olefination methods, a general strategy for the direct conversion of carboxylic acids, alcohols and alkanes into alkenes remains a formidable challenge owing to their inherent reactivity disparities. Here we demonstrate an integrated photochemical strategy that facilitates a one-pot conversion of these fundamental building blocks into alkenes through a sequential C(sp3)–C(sp3) bond formation–fragmentation process, utilizing an easily accessible and recyclable phenyl vinyl ketone as the ‘olefination reagent’. This practical method not only offers an unparalleled paradigm for accessing value-added alkenes from abundant and inexpensive starting materials but also showcases its versatility through various complex scenarios, including late-stage on-demand olefination of multifunctional molecules, chain homologation of acids and concise syntheses of bioactive molecules. Moreover, initiating from carboxylic acids, alcohols and alkanes, this protocol presents a complementary approach to traditional olefination methods, making it a highly valuable addition to the research toolkit for alkene synthesis. The synthesis of alkenes from carboxylic acids, alcohols and alkanes is a formidable challenge owing to their inherent differences in reactivity. Now the one-pot conversion of these building blocks into alkenes is reported through an integrated photochemical strategy using a phenyl vinyl ketone as the olefination reagent.\",\"PeriodicalId\":18909,\"journal\":{\"name\":\"Nature chemistry\",\"volume\":\"16 11\",\"pages\":\"1822-1830\"},\"PeriodicalIF\":19.2000,\"publicationDate\":\"2024-09-27\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Nature chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.nature.com/articles/s41557-024-01642-6\",\"RegionNum\":1,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Nature chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.nature.com/articles/s41557-024-01642-6","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Modular alkene synthesis from carboxylic acids, alcohols and alkanes via integrated photocatalysis
Alkenes serve as versatile building blocks in diverse organic transformations. Despite notable advancements in olefination methods, a general strategy for the direct conversion of carboxylic acids, alcohols and alkanes into alkenes remains a formidable challenge owing to their inherent reactivity disparities. Here we demonstrate an integrated photochemical strategy that facilitates a one-pot conversion of these fundamental building blocks into alkenes through a sequential C(sp3)–C(sp3) bond formation–fragmentation process, utilizing an easily accessible and recyclable phenyl vinyl ketone as the ‘olefination reagent’. This practical method not only offers an unparalleled paradigm for accessing value-added alkenes from abundant and inexpensive starting materials but also showcases its versatility through various complex scenarios, including late-stage on-demand olefination of multifunctional molecules, chain homologation of acids and concise syntheses of bioactive molecules. Moreover, initiating from carboxylic acids, alcohols and alkanes, this protocol presents a complementary approach to traditional olefination methods, making it a highly valuable addition to the research toolkit for alkene synthesis. The synthesis of alkenes from carboxylic acids, alcohols and alkanes is a formidable challenge owing to their inherent differences in reactivity. Now the one-pot conversion of these building blocks into alkenes is reported through an integrated photochemical strategy using a phenyl vinyl ketone as the olefination reagent.
期刊介绍:
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