Sumin Kim , Hyunwoo Choi , Minjoon Kwak , Youngran Seo , Dongwon Yoo
{"title":"三聚氰胺-氰尿酸复合物中氮化碳的可见光催化可持续合成(±)-普瑞巴林","authors":"Sumin Kim , Hyunwoo Choi , Minjoon Kwak , Youngran Seo , Dongwon Yoo","doi":"10.1016/j.nwnano.2023.100026","DOIUrl":null,"url":null,"abstract":"<div><p>The pharmaceutical industry has long sought efficient and environmentally sustainable methods for the synthesis of pharmaceutically significant molecules, particularly potent γ-amino butyric acid (GABA) derivatives. Photocatalysis has emerged as a promising approach, offering mild reaction conditions and utilizing renewable energy sources. In this study, we present a novel and sustainable photocatalytic strategy for the synthesis of (±)-pregabalin, a valuable GABA derivative, using carbon nitride derived from the complex of melamine and cyanuric acid (CN-MC) as the catalyst. Under visible light irradiation, CN-MC demonstrated outstanding photocatalytic performance, achieving an excellent 99% yield in the visible-light-driven decarboxylative radical conjugate addition. The formed β-substituted γ-lactam intermediate serves as a crucial building block for the synthesis of (±)-pregabalin. Moreover, the recyclability and scalability of CN-MC as a photocatalyst enhance the process's eco-friendliness, making it an appealing option for large-scale pharmaceutical synthesis.</p></div>","PeriodicalId":100942,"journal":{"name":"Nano Trends","volume":"4 ","pages":"Article 100026"},"PeriodicalIF":0.0000,"publicationDate":"2023-10-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Visible-light-driven photocatalysis for the sustainable synthesis of (±)-pregabalin using carbon nitride from melamine-cyanuric acid complex\",\"authors\":\"Sumin Kim , Hyunwoo Choi , Minjoon Kwak , Youngran Seo , Dongwon Yoo\",\"doi\":\"10.1016/j.nwnano.2023.100026\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>The pharmaceutical industry has long sought efficient and environmentally sustainable methods for the synthesis of pharmaceutically significant molecules, particularly potent γ-amino butyric acid (GABA) derivatives. Photocatalysis has emerged as a promising approach, offering mild reaction conditions and utilizing renewable energy sources. In this study, we present a novel and sustainable photocatalytic strategy for the synthesis of (±)-pregabalin, a valuable GABA derivative, using carbon nitride derived from the complex of melamine and cyanuric acid (CN-MC) as the catalyst. Under visible light irradiation, CN-MC demonstrated outstanding photocatalytic performance, achieving an excellent 99% yield in the visible-light-driven decarboxylative radical conjugate addition. The formed β-substituted γ-lactam intermediate serves as a crucial building block for the synthesis of (±)-pregabalin. Moreover, the recyclability and scalability of CN-MC as a photocatalyst enhance the process's eco-friendliness, making it an appealing option for large-scale pharmaceutical synthesis.</p></div>\",\"PeriodicalId\":100942,\"journal\":{\"name\":\"Nano Trends\",\"volume\":\"4 \",\"pages\":\"Article 100026\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2023-10-11\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Nano Trends\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S2666978123000247\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Nano Trends","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S2666978123000247","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Visible-light-driven photocatalysis for the sustainable synthesis of (±)-pregabalin using carbon nitride from melamine-cyanuric acid complex
The pharmaceutical industry has long sought efficient and environmentally sustainable methods for the synthesis of pharmaceutically significant molecules, particularly potent γ-amino butyric acid (GABA) derivatives. Photocatalysis has emerged as a promising approach, offering mild reaction conditions and utilizing renewable energy sources. In this study, we present a novel and sustainable photocatalytic strategy for the synthesis of (±)-pregabalin, a valuable GABA derivative, using carbon nitride derived from the complex of melamine and cyanuric acid (CN-MC) as the catalyst. Under visible light irradiation, CN-MC demonstrated outstanding photocatalytic performance, achieving an excellent 99% yield in the visible-light-driven decarboxylative radical conjugate addition. The formed β-substituted γ-lactam intermediate serves as a crucial building block for the synthesis of (±)-pregabalin. Moreover, the recyclability and scalability of CN-MC as a photocatalyst enhance the process's eco-friendliness, making it an appealing option for large-scale pharmaceutical synthesis.