Cu()-catalyzed C6-selective C-H thiolation of 2-pyridones using air as the oxidant
The Cu( ii )-catalyzed and chelate-directed C6-selective C-H thiolation of 2-pyridones with disulfides was developed to provide aryl and alkyl thioethers. This transformation uses a catalytic amount of Cu(OAc) 2 and molecular oxygen in air as an oxidant, no cocatalysts or metallic oxidants are requi...
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| Veröffentlicht in: | RSC advances 2016-01, Vol.6 (62), p.57441-57445 |
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| container_issue | 62 |
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| container_title | RSC advances |
| container_volume | 6 |
| creator | Peng, Panfeng Wang, Jiang Li, Chunpu Zhu, Wei Jiang, Hualiang Liu, Hong |
| description | The Cu(
ii
)-catalyzed and chelate-directed C6-selective C-H thiolation of 2-pyridones with disulfides was developed to provide aryl and alkyl thioethers. This transformation uses a catalytic amount of Cu(OAc)
2
and molecular oxygen in air as an oxidant, no cocatalysts or metallic oxidants are required. The reaction accommodated both electronic and steric factors at the C3-C5 positions of 2-pyridones, which is efficient for the C6 thiolation of a broad range of 2-pyridones with up to 93% yield.
Cu(II)-catalyzed C6-selective C-H thiolation of 2-pyridones with aryl and alkyl disulfides to provide functional thioethers has been achieved. |
| doi_str_mv | 10.1039/c6ra04388g |
| format | Article |
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ii
)-catalyzed and chelate-directed C6-selective C-H thiolation of 2-pyridones with disulfides was developed to provide aryl and alkyl thioethers. This transformation uses a catalytic amount of Cu(OAc)
2
and molecular oxygen in air as an oxidant, no cocatalysts or metallic oxidants are required. The reaction accommodated both electronic and steric factors at the C3-C5 positions of 2-pyridones, which is efficient for the C6 thiolation of a broad range of 2-pyridones with up to 93% yield.
Cu(II)-catalyzed C6-selective C-H thiolation of 2-pyridones with aryl and alkyl disulfides to provide functional thioethers has been achieved.</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/c6ra04388g</identifier><language>eng</language><subject>Aromatic compounds ; Catalysis ; Disulfides ; Electronics ; Oxidants ; Oxidizing agents ; Oxygen ; Transformations</subject><ispartof>RSC advances, 2016-01, Vol.6 (62), p.57441-57445</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c352t-d2a281b53c54cf0600f8b37ca4f4b7c337020391c618b4b0ddf83ca13ee138d73</citedby><cites>FETCH-LOGICAL-c352t-d2a281b53c54cf0600f8b37ca4f4b7c337020391c618b4b0ddf83ca13ee138d73</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Peng, Panfeng</creatorcontrib><creatorcontrib>Wang, Jiang</creatorcontrib><creatorcontrib>Li, Chunpu</creatorcontrib><creatorcontrib>Zhu, Wei</creatorcontrib><creatorcontrib>Jiang, Hualiang</creatorcontrib><creatorcontrib>Liu, Hong</creatorcontrib><title>Cu()-catalyzed C6-selective C-H thiolation of 2-pyridones using air as the oxidant</title><title>RSC advances</title><description>The Cu(
ii
)-catalyzed and chelate-directed C6-selective C-H thiolation of 2-pyridones with disulfides was developed to provide aryl and alkyl thioethers. This transformation uses a catalytic amount of Cu(OAc)
2
and molecular oxygen in air as an oxidant, no cocatalysts or metallic oxidants are required. The reaction accommodated both electronic and steric factors at the C3-C5 positions of 2-pyridones, which is efficient for the C6 thiolation of a broad range of 2-pyridones with up to 93% yield.
Cu(II)-catalyzed C6-selective C-H thiolation of 2-pyridones with aryl and alkyl disulfides to provide functional thioethers has been achieved.</description><subject>Aromatic compounds</subject><subject>Catalysis</subject><subject>Disulfides</subject><subject>Electronics</subject><subject>Oxidants</subject><subject>Oxidizing agents</subject><subject>Oxygen</subject><subject>Transformations</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNpN0EtLAzEUBeAgCpbajXshyypE85hk0mUZtBUKQtH1kMmjRqaTmmTE-usdrah3c-_i48A9AJwTfE0wm91oERUumJSbIzCiuBCIYjE7_nefgklKL3gYwQkVZATWVT-9RFpl1e4_rIGVQMm2Vmf_ZmGFljA_-9Cq7EMHg4MU7fbRm9DZBPvkuw1UPkKVBmZhePdGdfkMnDjVJjv52WPwdHf7WC3R6mFxX81XSDNOMzJUUUkazjQvtMMCYycbVmpVuKIpNWMlpsNXRAsim6LBxjjJtCLMWsKkKdkYTA-5uxhee5tyvfVJ27ZVnQ19qomknNNyxvlArw5Ux5BStK7eRb9VcV8TXH91V1diPf_ubjHgiwOOSf-6v27ZJwaoaYM</recordid><startdate>20160101</startdate><enddate>20160101</enddate><creator>Peng, Panfeng</creator><creator>Wang, Jiang</creator><creator>Li, Chunpu</creator><creator>Zhu, Wei</creator><creator>Jiang, Hualiang</creator><creator>Liu, Hong</creator><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20160101</creationdate><title>Cu()-catalyzed C6-selective C-H thiolation of 2-pyridones using air as the oxidant</title><author>Peng, Panfeng ; Wang, Jiang ; Li, Chunpu ; Zhu, Wei ; Jiang, Hualiang ; Liu, Hong</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c352t-d2a281b53c54cf0600f8b37ca4f4b7c337020391c618b4b0ddf83ca13ee138d73</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>Aromatic compounds</topic><topic>Catalysis</topic><topic>Disulfides</topic><topic>Electronics</topic><topic>Oxidants</topic><topic>Oxidizing agents</topic><topic>Oxygen</topic><topic>Transformations</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Peng, Panfeng</creatorcontrib><creatorcontrib>Wang, Jiang</creatorcontrib><creatorcontrib>Li, Chunpu</creatorcontrib><creatorcontrib>Zhu, Wei</creatorcontrib><creatorcontrib>Jiang, Hualiang</creatorcontrib><creatorcontrib>Liu, Hong</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Peng, Panfeng</au><au>Wang, Jiang</au><au>Li, Chunpu</au><au>Zhu, Wei</au><au>Jiang, Hualiang</au><au>Liu, Hong</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cu()-catalyzed C6-selective C-H thiolation of 2-pyridones using air as the oxidant</atitle><jtitle>RSC advances</jtitle><date>2016-01-01</date><risdate>2016</risdate><volume>6</volume><issue>62</issue><spage>57441</spage><epage>57445</epage><pages>57441-57445</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>The Cu(
ii
)-catalyzed and chelate-directed C6-selective C-H thiolation of 2-pyridones with disulfides was developed to provide aryl and alkyl thioethers. This transformation uses a catalytic amount of Cu(OAc)
2
and molecular oxygen in air as an oxidant, no cocatalysts or metallic oxidants are required. The reaction accommodated both electronic and steric factors at the C3-C5 positions of 2-pyridones, which is efficient for the C6 thiolation of a broad range of 2-pyridones with up to 93% yield.
Cu(II)-catalyzed C6-selective C-H thiolation of 2-pyridones with aryl and alkyl disulfides to provide functional thioethers has been achieved.</abstract><doi>10.1039/c6ra04388g</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 2046-2069 |
| ispartof | RSC advances, 2016-01, Vol.6 (62), p.57441-57445 |
| issn | 2046-2069 2046-2069 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1825527955 |
| source | Royal Society Of Chemistry Journals 2008- |
| subjects | Aromatic compounds Catalysis Disulfides Electronics Oxidants Oxidizing agents Oxygen Transformations |
| title | Cu()-catalyzed C6-selective C-H thiolation of 2-pyridones using air as the oxidant |
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