Mukesh Kumar Nayak, Swati Chakraborty, Anuradha Mohanty, Sujit Roy
{"title":"SnCl2 催化的多组分偶联:使用多聚甲醛作为 C1 原料合成 1,3-恶唑烷衍生物。","authors":"Mukesh Kumar Nayak, Swati Chakraborty, Anuradha Mohanty, Sujit Roy","doi":"10.1039/d4ob00791c","DOIUrl":null,"url":null,"abstract":"<p><p>SnCl<sub>2</sub> catalyzed the three-component coupling of aniline, epoxide, and paraformaldehyde, resulting in the synthesis of 1,3-oxazolidine derivatives. The reaction is simple and does not require any additives, bases, or oxidants, and proceeds at moderate temperature with good functional group tolerance. The scope of the utilization of paraformaldehyde as the methylene source was further extended to the synthesis of benzothiazole and 4,4'-methylenebis(<i>N</i>,<i>N</i>-dimethylaniline) using the same catalyst. A catalytic pathway was proposed based on the control experiments.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":null,"pages":null},"PeriodicalIF":2.9000,"publicationDate":"2024-06-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"SnCl<sub>2</sub>-catalyzed multicomponent coupling: synthesis of 1,3-oxazolidine derivatives using paraformaldehyde as a C1 feedstock.\",\"authors\":\"Mukesh Kumar Nayak, Swati Chakraborty, Anuradha Mohanty, Sujit Roy\",\"doi\":\"10.1039/d4ob00791c\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>SnCl<sub>2</sub> catalyzed the three-component coupling of aniline, epoxide, and paraformaldehyde, resulting in the synthesis of 1,3-oxazolidine derivatives. The reaction is simple and does not require any additives, bases, or oxidants, and proceeds at moderate temperature with good functional group tolerance. The scope of the utilization of paraformaldehyde as the methylene source was further extended to the synthesis of benzothiazole and 4,4'-methylenebis(<i>N</i>,<i>N</i>-dimethylaniline) using the same catalyst. A catalytic pathway was proposed based on the control experiments.</p>\",\"PeriodicalId\":96,\"journal\":{\"name\":\"Organic & Biomolecular Chemistry\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":2.9000,\"publicationDate\":\"2024-06-26\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic & Biomolecular Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1039/d4ob00791c\",\"RegionNum\":3,\"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 & Biomolecular Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d4ob00791c","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
SnCl2-catalyzed multicomponent coupling: synthesis of 1,3-oxazolidine derivatives using paraformaldehyde as a C1 feedstock.
SnCl2 catalyzed the three-component coupling of aniline, epoxide, and paraformaldehyde, resulting in the synthesis of 1,3-oxazolidine derivatives. The reaction is simple and does not require any additives, bases, or oxidants, and proceeds at moderate temperature with good functional group tolerance. The scope of the utilization of paraformaldehyde as the methylene source was further extended to the synthesis of benzothiazole and 4,4'-methylenebis(N,N-dimethylaniline) using the same catalyst. A catalytic pathway was proposed based on the control experiments.