Unsymmetrical Disulfides Synthesis via Sulfenium Ion
An umpolung approach for the synthesis of unsymmetrical disulfides via sulfenium ion is reported. In situ generated electrophilic sulfenium ion from electron‐rich thiols reacted with second thiols to yield unsymmetrical disulfides. Using an iodine catalyst and 4‐dimethylaminopyridine (DMAP)/water as...
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| Veröffentlicht in: | Chemistry, an Asian journal an Asian journal, 2019-08, Vol.14 (15), p.2579-2583 |
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| container_issue | 15 |
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| container_title | Chemistry, an Asian journal |
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| creator | Parida, Amarchand Choudhuri, Khokan Mal, Prasenjit |
| description | An umpolung approach for the synthesis of unsymmetrical disulfides via sulfenium ion is reported. In situ generated electrophilic sulfenium ion from electron‐rich thiols reacted with second thiols to yield unsymmetrical disulfides. Using an iodine catalyst and 4‐dimethylaminopyridine (DMAP)/water as promoter, the target syntheses were achieved in one pot under aerobic condition.
Dual promoters! Using an iodine catalyst and 4‐dimethylaminopyridine (DMAP)/water as promoter, selective syntheses of unsymmetrical disulfides were achieved in one pot under aerobic conditions. |
| doi_str_mv | 10.1002/asia.201900620 |
| format | Article |
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Dual promoters! Using an iodine catalyst and 4‐dimethylaminopyridine (DMAP)/water as promoter, selective syntheses of unsymmetrical disulfides were achieved in one pot under aerobic conditions.</description><identifier>ISSN: 1861-4728</identifier><identifier>EISSN: 1861-471X</identifier><identifier>DOI: 10.1002/asia.201900620</identifier><identifier>PMID: 31136094</identifier><language>eng</language><publisher>Germany: Wiley Subscription Services, Inc</publisher><subject>Chemical synthesis ; Chemistry ; diaryldisulfanes ; Disulfides ; Iodine ; sulfenium ion ; synthetic methods ; Thiols ; unsymmetrical disulfides ; weak interactions</subject><ispartof>Chemistry, an Asian journal, 2019-08, Vol.14 (15), p.2579-2583</ispartof><rights>2019 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4760-3879b3ab0bf998718150a086bc3b4a6b10e6314a589e8cc289a86844efa79223</citedby><cites>FETCH-LOGICAL-c4760-3879b3ab0bf998718150a086bc3b4a6b10e6314a589e8cc289a86844efa79223</cites><orcidid>0000-0002-7830-9812</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fasia.201900620$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fasia.201900620$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,778,782,1414,27907,27908,45557,45558</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/31136094$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Parida, Amarchand</creatorcontrib><creatorcontrib>Choudhuri, Khokan</creatorcontrib><creatorcontrib>Mal, Prasenjit</creatorcontrib><title>Unsymmetrical Disulfides Synthesis via Sulfenium Ion</title><title>Chemistry, an Asian journal</title><addtitle>Chem Asian J</addtitle><description>An umpolung approach for the synthesis of unsymmetrical disulfides via sulfenium ion is reported. In situ generated electrophilic sulfenium ion from electron‐rich thiols reacted with second thiols to yield unsymmetrical disulfides. Using an iodine catalyst and 4‐dimethylaminopyridine (DMAP)/water as promoter, the target syntheses were achieved in one pot under aerobic condition.
Dual promoters! Using an iodine catalyst and 4‐dimethylaminopyridine (DMAP)/water as promoter, selective syntheses of unsymmetrical disulfides were achieved in one pot under aerobic conditions.</description><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>diaryldisulfanes</subject><subject>Disulfides</subject><subject>Iodine</subject><subject>sulfenium ion</subject><subject>synthetic methods</subject><subject>Thiols</subject><subject>unsymmetrical disulfides</subject><subject>weak interactions</subject><issn>1861-4728</issn><issn>1861-471X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNqFkE1LAzEQQIMotlavHmXBi5etM0k2mxxL_SoIHlrBW8hus5iyHzXpKvvv3dJawYunDOHNY3iEXCKMEYDemuDMmAIqAEHhiAxRCox5im_Hh5nKATkLYQWQUFDylAwYIhOg-JDw1zp0VWU33uWmjO5caMvCLW2I5l29ebfBhejTmWjef9vatVU0a-pzclKYMtiL_Tsii4f7xfQpfn55nE0nz3HOUwExk6nKmMkgK5SSKUpMwIAUWc4ybkSGYAVDbhKprMxzKpWRQnJuC5MqStmI3Oy0a998tDZsdOVCbsvS1LZpg-4Riih4Aj16_QddNa2v--N6SqQsYSnfCsc7KvdNCN4Weu1dZXynEfQ2p97m1Iec_cLVXttmlV0e8J9-PaB2wJcrbfePTk_ms8mv_BuKUX8X</recordid><startdate>20190801</startdate><enddate>20190801</enddate><creator>Parida, Amarchand</creator><creator>Choudhuri, Khokan</creator><creator>Mal, Prasenjit</creator><general>Wiley Subscription Services, Inc</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>K9.</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-7830-9812</orcidid></search><sort><creationdate>20190801</creationdate><title>Unsymmetrical Disulfides Synthesis via Sulfenium Ion</title><author>Parida, Amarchand ; Choudhuri, Khokan ; Mal, Prasenjit</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4760-3879b3ab0bf998718150a086bc3b4a6b10e6314a589e8cc289a86844efa79223</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>diaryldisulfanes</topic><topic>Disulfides</topic><topic>Iodine</topic><topic>sulfenium ion</topic><topic>synthetic methods</topic><topic>Thiols</topic><topic>unsymmetrical disulfides</topic><topic>weak interactions</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Parida, Amarchand</creatorcontrib><creatorcontrib>Choudhuri, Khokan</creatorcontrib><creatorcontrib>Mal, Prasenjit</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Chemistry, an Asian journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Parida, Amarchand</au><au>Choudhuri, Khokan</au><au>Mal, Prasenjit</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Unsymmetrical Disulfides Synthesis via Sulfenium Ion</atitle><jtitle>Chemistry, an Asian journal</jtitle><addtitle>Chem Asian J</addtitle><date>2019-08-01</date><risdate>2019</risdate><volume>14</volume><issue>15</issue><spage>2579</spage><epage>2583</epage><pages>2579-2583</pages><issn>1861-4728</issn><eissn>1861-471X</eissn><abstract>An umpolung approach for the synthesis of unsymmetrical disulfides via sulfenium ion is reported. In situ generated electrophilic sulfenium ion from electron‐rich thiols reacted with second thiols to yield unsymmetrical disulfides. Using an iodine catalyst and 4‐dimethylaminopyridine (DMAP)/water as promoter, the target syntheses were achieved in one pot under aerobic condition.
Dual promoters! Using an iodine catalyst and 4‐dimethylaminopyridine (DMAP)/water as promoter, selective syntheses of unsymmetrical disulfides were achieved in one pot under aerobic conditions.</abstract><cop>Germany</cop><pub>Wiley Subscription Services, Inc</pub><pmid>31136094</pmid><doi>10.1002/asia.201900620</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-7830-9812</orcidid></addata></record> |
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| issn | 1861-4728 1861-471X |
| language | eng |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Chemical synthesis Chemistry diaryldisulfanes Disulfides Iodine sulfenium ion synthetic methods Thiols unsymmetrical disulfides weak interactions |
| title | Unsymmetrical Disulfides Synthesis via Sulfenium Ion |
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