Ruthenium-on-Carbon-Catalyzed Facile Solvent-Free Oxidation of Alcohols: Efficient Progress under Solid–Solid (Liquid)–Gas Conditions
A protocol for the ruthenium-on-carbon (Ru/C)-catalyzed solvent-free oxidation of alcohols, which proceeds efficiently under solid–solid (liquid)–gas conditions, was developed. Various primary and secondary alcohols were transformed to corresponding aldehydes and ketones in moderate to excellent iso...
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| Veröffentlicht in: | Chemical & pharmaceutical bulletin 2021/12/01, Vol.69(12), pp.1200-1205 |
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| creator | Park, Kwihwan Jiang, Jing Yamada, Tsuyoshi Sajiki, Hironao |
| description | A protocol for the ruthenium-on-carbon (Ru/C)-catalyzed solvent-free oxidation of alcohols, which proceeds efficiently under solid–solid (liquid)–gas conditions, was developed. Various primary and secondary alcohols were transformed to corresponding aldehydes and ketones in moderate to excellent isolated yields by simply stirring in the presence of 10% Ru/C under air or oxygen conditions. The solvent-free oxidation reactions proceeded efficiently regardless of the solid or liquid state of the substrates and reagents and could be applied to gram-scale synthesis without loss of the reaction efficiency. Furthermore, the catalytic activity of Ru/C was maintained after five reuse cycles. |
| doi_str_mv | 10.1248/cpb.c21-00749 |
| format | Article |
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Various primary and secondary alcohols were transformed to corresponding aldehydes and ketones in moderate to excellent isolated yields by simply stirring in the presence of 10% Ru/C under air or oxygen conditions. The solvent-free oxidation reactions proceeded efficiently regardless of the solid or liquid state of the substrates and reagents and could be applied to gram-scale synthesis without loss of the reaction efficiency. Furthermore, the catalytic activity of Ru/C was maintained after five reuse cycles.</description><identifier>ISSN: 0009-2363</identifier><identifier>EISSN: 1347-5223</identifier><identifier>DOI: 10.1248/cpb.c21-00749</identifier><identifier>PMID: 34853287</identifier><language>eng</language><publisher>Japan: The Pharmaceutical Society of Japan</publisher><subject>Alcohol ; Alcohols ; Alcohols - chemistry ; Aldehydes ; Aldehydes - chemical synthesis ; Aldehydes - chemistry ; Carbon ; Carbon - chemistry ; Catalysis ; Catalytic activity ; heterogeneous catalyst ; Ketones ; Ketones - chemical synthesis ; Ketones - chemistry ; Molecular Structure ; Oxidation ; Oxidation-Reduction ; Reagents ; Ruthenium ; Ruthenium - chemistry ; ruthenium-on-carbon ; solid-state reaction ; solvent-free oxidation ; Solvents ; Substrates</subject><ispartof>Chemical and Pharmaceutical Bulletin, 2021/12/01, Vol.69(12), pp.1200-1205</ispartof><rights>2021 The Pharmaceutical Society of Japan</rights><rights>Copyright Japan Science and Technology Agency 2021</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c635t-3652400bd209ef83baacb2cc6c644ec676446a6228b47726c96e7f03ba5d972e3</citedby><cites>FETCH-LOGICAL-c635t-3652400bd209ef83baacb2cc6c644ec676446a6228b47726c96e7f03ba5d972e3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,1883,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/34853287$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Park, Kwihwan</creatorcontrib><creatorcontrib>Jiang, Jing</creatorcontrib><creatorcontrib>Yamada, Tsuyoshi</creatorcontrib><creatorcontrib>Sajiki, Hironao</creatorcontrib><creatorcontrib>Gifu Pharmaceutical University</creatorcontrib><creatorcontrib>Laboratory of Organic Chemistry</creatorcontrib><title>Ruthenium-on-Carbon-Catalyzed Facile Solvent-Free Oxidation of Alcohols: Efficient Progress under Solid–Solid (Liquid)–Gas Conditions</title><title>Chemical & pharmaceutical bulletin</title><addtitle>Chem. Pharm. Bull.</addtitle><description>A protocol for the ruthenium-on-carbon (Ru/C)-catalyzed solvent-free oxidation of alcohols, which proceeds efficiently under solid–solid (liquid)–gas conditions, was developed. Various primary and secondary alcohols were transformed to corresponding aldehydes and ketones in moderate to excellent isolated yields by simply stirring in the presence of 10% Ru/C under air or oxygen conditions. The solvent-free oxidation reactions proceeded efficiently regardless of the solid or liquid state of the substrates and reagents and could be applied to gram-scale synthesis without loss of the reaction efficiency. Furthermore, the catalytic activity of Ru/C was maintained after five reuse cycles.</description><subject>Alcohol</subject><subject>Alcohols</subject><subject>Alcohols - chemistry</subject><subject>Aldehydes</subject><subject>Aldehydes - chemical synthesis</subject><subject>Aldehydes - chemistry</subject><subject>Carbon</subject><subject>Carbon - chemistry</subject><subject>Catalysis</subject><subject>Catalytic activity</subject><subject>heterogeneous catalyst</subject><subject>Ketones</subject><subject>Ketones - chemical synthesis</subject><subject>Ketones - chemistry</subject><subject>Molecular Structure</subject><subject>Oxidation</subject><subject>Oxidation-Reduction</subject><subject>Reagents</subject><subject>Ruthenium</subject><subject>Ruthenium - chemistry</subject><subject>ruthenium-on-carbon</subject><subject>solid-state reaction</subject><subject>solvent-free oxidation</subject><subject>Solvents</subject><subject>Substrates</subject><issn>0009-2363</issn><issn>1347-5223</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpdkU9v1DAQxSMEokvhyBVF4lIOLs44sRNu1dJdkFYq4s85cpxJ1yvH3tpJRTlx5cw35JPgZMtW4uIneX7z3kgvSV5m9DyDvHyr9s25goxQKvLqUbLIWC5IAcAeJwtKaUWAcXaSPAthRykUVLCnyQnLy4JBKRbJr8_jsEWrx544S5bSN7MM0tz9wDZdSaUNpl-cuUU7kJVHTK--61YO2tnUdemFUW7rTHiXXnadVjpS6Sfvrj2GkI62RT8t6_bPz9-zpmcbfTPq9k38WMuQLp1t9WQWnidPOmkCvrjX0-Tb6vLr8gPZXK0_Li82RHFWDITxAnJKmxZohV3JGilVA0pxxfMcFRdRuOQAZZMLAVxVHEVHI1e0lQBkp8nZwXfv3c2IYah7HRQaIy26MdTAacFpBkJE9PV_6M6N3sbrZooB5VUeKXKglHcheOzqvde99Hd1Ruupozp2VMeO6rmjyL-6dx2bHtsj_a-UCKwPQJxqJY2zRlt8yFZBqC32ugY6m_Iqg8k7htEpMV5WQcZginp_cNqFQV7jMUr6QSuD82G8iivTe7zwYbyVvkbL_gLJr72U</recordid><startdate>20211201</startdate><enddate>20211201</enddate><creator>Park, Kwihwan</creator><creator>Jiang, Jing</creator><creator>Yamada, Tsuyoshi</creator><creator>Sajiki, Hironao</creator><general>The Pharmaceutical Society of Japan</general><general>Pharmaceutical Society of Japan</general><general>Japan Science and Technology Agency</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TK</scope><scope>7TM</scope><scope>7U9</scope><scope>H94</scope><scope>7X8</scope></search><sort><creationdate>20211201</creationdate><title>Ruthenium-on-Carbon-Catalyzed Facile Solvent-Free Oxidation of Alcohols: Efficient Progress under Solid–Solid (Liquid)–Gas Conditions</title><author>Park, Kwihwan ; Jiang, Jing ; Yamada, Tsuyoshi ; Sajiki, Hironao</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c635t-3652400bd209ef83baacb2cc6c644ec676446a6228b47726c96e7f03ba5d972e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Alcohol</topic><topic>Alcohols</topic><topic>Alcohols - chemistry</topic><topic>Aldehydes</topic><topic>Aldehydes - chemical synthesis</topic><topic>Aldehydes - chemistry</topic><topic>Carbon</topic><topic>Carbon - chemistry</topic><topic>Catalysis</topic><topic>Catalytic activity</topic><topic>heterogeneous catalyst</topic><topic>Ketones</topic><topic>Ketones - chemical synthesis</topic><topic>Ketones - chemistry</topic><topic>Molecular Structure</topic><topic>Oxidation</topic><topic>Oxidation-Reduction</topic><topic>Reagents</topic><topic>Ruthenium</topic><topic>Ruthenium - chemistry</topic><topic>ruthenium-on-carbon</topic><topic>solid-state reaction</topic><topic>solvent-free oxidation</topic><topic>Solvents</topic><topic>Substrates</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Park, Kwihwan</creatorcontrib><creatorcontrib>Jiang, Jing</creatorcontrib><creatorcontrib>Yamada, Tsuyoshi</creatorcontrib><creatorcontrib>Sajiki, Hironao</creatorcontrib><creatorcontrib>Gifu Pharmaceutical University</creatorcontrib><creatorcontrib>Laboratory of Organic Chemistry</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical & pharmaceutical bulletin</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Park, Kwihwan</au><au>Jiang, Jing</au><au>Yamada, Tsuyoshi</au><au>Sajiki, Hironao</au><aucorp>Gifu Pharmaceutical University</aucorp><aucorp>Laboratory of Organic Chemistry</aucorp><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Ruthenium-on-Carbon-Catalyzed Facile Solvent-Free Oxidation of Alcohols: Efficient Progress under Solid–Solid (Liquid)–Gas Conditions</atitle><jtitle>Chemical & pharmaceutical bulletin</jtitle><addtitle>Chem. Pharm. Bull.</addtitle><date>2021-12-01</date><risdate>2021</risdate><volume>69</volume><issue>12</issue><spage>1200</spage><epage>1205</epage><pages>1200-1205</pages><artnum>c21-00749</artnum><issn>0009-2363</issn><eissn>1347-5223</eissn><abstract>A protocol for the ruthenium-on-carbon (Ru/C)-catalyzed solvent-free oxidation of alcohols, which proceeds efficiently under solid–solid (liquid)–gas conditions, was developed. Various primary and secondary alcohols were transformed to corresponding aldehydes and ketones in moderate to excellent isolated yields by simply stirring in the presence of 10% Ru/C under air or oxygen conditions. The solvent-free oxidation reactions proceeded efficiently regardless of the solid or liquid state of the substrates and reagents and could be applied to gram-scale synthesis without loss of the reaction efficiency. Furthermore, the catalytic activity of Ru/C was maintained after five reuse cycles.</abstract><cop>Japan</cop><pub>The Pharmaceutical Society of Japan</pub><pmid>34853287</pmid><doi>10.1248/cpb.c21-00749</doi><tpages>6</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Chemical and Pharmaceutical Bulletin, 2021/12/01, Vol.69(12), pp.1200-1205 |
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| language | eng |
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| source | J-STAGE Free; MEDLINE; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; Free Full-Text Journals in Chemistry |
| subjects | Alcohol Alcohols Alcohols - chemistry Aldehydes Aldehydes - chemical synthesis Aldehydes - chemistry Carbon Carbon - chemistry Catalysis Catalytic activity heterogeneous catalyst Ketones Ketones - chemical synthesis Ketones - chemistry Molecular Structure Oxidation Oxidation-Reduction Reagents Ruthenium Ruthenium - chemistry ruthenium-on-carbon solid-state reaction solvent-free oxidation Solvents Substrates |
| title | Ruthenium-on-Carbon-Catalyzed Facile Solvent-Free Oxidation of Alcohols: Efficient Progress under Solid–Solid (Liquid)–Gas Conditions |
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