Tanzilya Rizbayeva, Andrey Smolobochkin, Almir Gazizov, Olga Babaeva, Anna Lyubina, Anastasiia Sapunova, Alexandra Voloshina, Daria Gerasimova, Alexander Burilov and Michail Pudovik
{"title":"含有烷基三芳基磷片段的3-芳基-1-吡咯啉盐的非对映特异性环化:合成新的吡咯利嗪衍生物的途径","authors":"Tanzilya Rizbayeva, Andrey Smolobochkin, Almir Gazizov, Olga Babaeva, Anna Lyubina, Anastasiia Sapunova, Alexandra Voloshina, Daria Gerasimova, Alexander Burilov and Michail Pudovik","doi":"10.1039/D5NJ02552D","DOIUrl":null,"url":null,"abstract":"<p >We report a diastereospecific method for the synthesis of phosphorus-containing pyrrolizidines based on the cyclization of 3-arylidene-1-pyrrolinium derivatives containing an alkyltriphenylphosphonium salt fragment catalyzed by sodium ethylate and water. A number of new phosphorus-containing pyrrolizidines were obtained with product yields reaching 99%. Experimental data were obtained, revealing the details of the mechanism of this reaction.</p>","PeriodicalId":95,"journal":{"name":"New Journal of Chemistry","volume":" 34","pages":" 14718-14727"},"PeriodicalIF":2.5000,"publicationDate":"2025-08-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Diastereospecific cyclization of 3-arylidene-1-pyrrolinium salts containing an alkyltriarylphosphonium fragment: a path to the synthesis of new pyrrolizidine derivatives\",\"authors\":\"Tanzilya Rizbayeva, Andrey Smolobochkin, Almir Gazizov, Olga Babaeva, Anna Lyubina, Anastasiia Sapunova, Alexandra Voloshina, Daria Gerasimova, Alexander Burilov and Michail Pudovik\",\"doi\":\"10.1039/D5NJ02552D\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >We report a diastereospecific method for the synthesis of phosphorus-containing pyrrolizidines based on the cyclization of 3-arylidene-1-pyrrolinium derivatives containing an alkyltriphenylphosphonium salt fragment catalyzed by sodium ethylate and water. A number of new phosphorus-containing pyrrolizidines were obtained with product yields reaching 99%. Experimental data were obtained, revealing the details of the mechanism of this reaction.</p>\",\"PeriodicalId\":95,\"journal\":{\"name\":\"New Journal of Chemistry\",\"volume\":\" 34\",\"pages\":\" 14718-14727\"},\"PeriodicalIF\":2.5000,\"publicationDate\":\"2025-08-08\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"New Journal of Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.rsc.org/en/content/articlelanding/2025/nj/d5nj02552d\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"New Journal of Chemistry","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2025/nj/d5nj02552d","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Diastereospecific cyclization of 3-arylidene-1-pyrrolinium salts containing an alkyltriarylphosphonium fragment: a path to the synthesis of new pyrrolizidine derivatives
We report a diastereospecific method for the synthesis of phosphorus-containing pyrrolizidines based on the cyclization of 3-arylidene-1-pyrrolinium derivatives containing an alkyltriphenylphosphonium salt fragment catalyzed by sodium ethylate and water. A number of new phosphorus-containing pyrrolizidines were obtained with product yields reaching 99%. Experimental data were obtained, revealing the details of the mechanism of this reaction.