{"title":"钌催化烯丙醇与甲醇的异构甲基化:取代吡啶的一锅合成。","authors":"Priyabrata Biswal, Sanu Siyad Pullarat, Shaikh Samser, Basava Punna Rao Aradhyula, Vadapalli Chandrasekhar and Krishnan Venkatasubbaiah","doi":"10.1039/D5OB00881F","DOIUrl":null,"url":null,"abstract":"<p >A simple bench-stable ruthenium complex facilitates the synthesis of tetra-substituted pyridines in one pot <em>via</em> isomerisation–methylenation of allyl alcohol using methanol as a C1 source. This methodology is applicable to a broad range of electronically diverse diaryl and monoaryl allyl alcohols, making it highly robust for synthesising substituted pyridines. Mechanistic investigations, including control experiments and isotope labelling studies, demonstrate the involvement of metal hydride species in the isomerisation–methylenation of allyl alcohol. Additionally, many of the tetra-substituted pyridines synthesised using this methodology exhibited good photophysical properties, illustrating its potential to generate interesting materials with applicability in organic electronics.</p>","PeriodicalId":96,"journal":{"name":"Organic & Biomolecular Chemistry","volume":" 29","pages":" 6931-6937"},"PeriodicalIF":2.7000,"publicationDate":"2025-06-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Ruthenium-catalysed isomerisation–methylenation of allyl alcohols with methanol: a one-pot synthesis of substituted pyridines†\",\"authors\":\"Priyabrata Biswal, Sanu Siyad Pullarat, Shaikh Samser, Basava Punna Rao Aradhyula, Vadapalli Chandrasekhar and Krishnan Venkatasubbaiah\",\"doi\":\"10.1039/D5OB00881F\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >A simple bench-stable ruthenium complex facilitates the synthesis of tetra-substituted pyridines in one pot <em>via</em> isomerisation–methylenation of allyl alcohol using methanol as a C1 source. This methodology is applicable to a broad range of electronically diverse diaryl and monoaryl allyl alcohols, making it highly robust for synthesising substituted pyridines. Mechanistic investigations, including control experiments and isotope labelling studies, demonstrate the involvement of metal hydride species in the isomerisation–methylenation of allyl alcohol. Additionally, many of the tetra-substituted pyridines synthesised using this methodology exhibited good photophysical properties, illustrating its potential to generate interesting materials with applicability in organic electronics.</p>\",\"PeriodicalId\":96,\"journal\":{\"name\":\"Organic & Biomolecular Chemistry\",\"volume\":\" 29\",\"pages\":\" 6931-6937\"},\"PeriodicalIF\":2.7000,\"publicationDate\":\"2025-06-23\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Organic & Biomolecular Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.rsc.org/en/content/articlelanding/2025/ob/d5ob00881f\",\"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://pubs.rsc.org/en/content/articlelanding/2025/ob/d5ob00881f","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Ruthenium-catalysed isomerisation–methylenation of allyl alcohols with methanol: a one-pot synthesis of substituted pyridines†
A simple bench-stable ruthenium complex facilitates the synthesis of tetra-substituted pyridines in one pot via isomerisation–methylenation of allyl alcohol using methanol as a C1 source. This methodology is applicable to a broad range of electronically diverse diaryl and monoaryl allyl alcohols, making it highly robust for synthesising substituted pyridines. Mechanistic investigations, including control experiments and isotope labelling studies, demonstrate the involvement of metal hydride species in the isomerisation–methylenation of allyl alcohol. Additionally, many of the tetra-substituted pyridines synthesised using this methodology exhibited good photophysical properties, illustrating its potential to generate interesting materials with applicability in organic electronics.
期刊介绍:
Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.