Elena Graziano , Debora Cannillo , Mauro Spennacchio , Pantaleo Musci , Luisa Pisano , Michael Andresini , Marco Colella
{"title":"一种可持续的化学选择性连续流加氢制备氮杂环丁烷","authors":"Elena Graziano , Debora Cannillo , Mauro Spennacchio , Pantaleo Musci , Luisa Pisano , Michael Andresini , Marco Colella","doi":"10.1016/j.tgchem.2023.100003","DOIUrl":null,"url":null,"abstract":"<div><p>The synthesis of functionalized azetidines from azetines is poorly explored. Here, we report the safe and sustainable continuous flow hydrogenation of 2-azetines using ethyl acetate and CPME as environmentally responsible solvents. The chemoselective saturation of the endocyclic double bond of 2-azetines bearing additional functional groups sensitive to hydrogenation has been additionally disclosed. Moreover, the protocol has been successfully combined with the continuous flow preparation of the substrates, accessing to a bio-relevant azetidine through a telescoped multistep approach.</p></div>","PeriodicalId":101215,"journal":{"name":"Tetrahedron Green Chem","volume":"1 ","pages":"Article 100003"},"PeriodicalIF":0.0000,"publicationDate":"2023-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"3","resultStr":"{\"title\":\"A sustainable and chemoselective continuous flow hydrogenation of functionalized 2-azetines to azetidines\",\"authors\":\"Elena Graziano , Debora Cannillo , Mauro Spennacchio , Pantaleo Musci , Luisa Pisano , Michael Andresini , Marco Colella\",\"doi\":\"10.1016/j.tgchem.2023.100003\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>The synthesis of functionalized azetidines from azetines is poorly explored. Here, we report the safe and sustainable continuous flow hydrogenation of 2-azetines using ethyl acetate and CPME as environmentally responsible solvents. The chemoselective saturation of the endocyclic double bond of 2-azetines bearing additional functional groups sensitive to hydrogenation has been additionally disclosed. Moreover, the protocol has been successfully combined with the continuous flow preparation of the substrates, accessing to a bio-relevant azetidine through a telescoped multistep approach.</p></div>\",\"PeriodicalId\":101215,\"journal\":{\"name\":\"Tetrahedron Green Chem\",\"volume\":\"1 \",\"pages\":\"Article 100003\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2023-01-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"3\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron Green Chem\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S277322312300002X\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Green Chem","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S277322312300002X","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
A sustainable and chemoselective continuous flow hydrogenation of functionalized 2-azetines to azetidines
The synthesis of functionalized azetidines from azetines is poorly explored. Here, we report the safe and sustainable continuous flow hydrogenation of 2-azetines using ethyl acetate and CPME as environmentally responsible solvents. The chemoselective saturation of the endocyclic double bond of 2-azetines bearing additional functional groups sensitive to hydrogenation has been additionally disclosed. Moreover, the protocol has been successfully combined with the continuous flow preparation of the substrates, accessing to a bio-relevant azetidine through a telescoped multistep approach.
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