Sulfonium ion-promoted traceless Schmidt reaction of alkyl azides
Schmidt reaction by sulfonium ions is described. General primary, secondary, and tertiary alkyl azides were converted to the corresponding carbonyl or imine compounds without any trace of the activators. This bond scission reaction through 1,2-migration of C-H and C-C bonds was accessible to the one...
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| Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2021-09, Vol.57 (7), p.8738-8741 |
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| container_issue | 7 |
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| container_title | Chemical communications (Cambridge, England) |
| container_volume | 57 |
| creator | Ardiansah, Bayu Tanimoto, Hiroki Tomohiro, Takenori Morimoto, Tsumoru Kakiuchi, Kiyomi |
| description | Schmidt reaction by sulfonium ions is described. General primary, secondary, and tertiary alkyl azides were converted to the corresponding carbonyl or imine compounds without any trace of the activators. This bond scission reaction through 1,2-migration of C-H and C-C bonds was accessible to the one-pot substitution reaction.
Schmidt reaction by sulfonium ions is described. The bond scission reaction through 1,2-migration was achieved without any trace of the activators. The one-pot substitution reactions were also demonstrated. |
| doi_str_mv | 10.1039/d1cc02770k |
| format | Article |
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Schmidt reaction by sulfonium ions is described. The bond scission reaction through 1,2-migration was achieved without any trace of the activators. The one-pot substitution reactions were also demonstrated.</description><subject>Carbonyls</subject><subject>Cleavage</subject><subject>Covalent bonds</subject><subject>Crystallography</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Substitution reactions</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNpd0MtLw0AQBvBFFKzVi3ch4EWE6Gz2kc2xxCcWPFTBW9jsA9Mm2bqbHOpf79aKgnOZOfwYPj6ETjFcYSDFtcZKQZbnsNpDE0w4TRkVb_vbmxVpTig7REchLCEOZmKCZouxta5vxi5pXJ-uvevcYHQyeKlMa0JIFuq9a_SQeCPVEE3ibCLb1aZN5GejTThGB1a2wZz87Cl6vbt9KR_S-fP9Yzmbp4oIGNJakILVUORYcSNzbglV1EjIGKaa60zazAoGAgxQlgOvpWZSCapEbetaaDJFF7u_MePHaMJQdU2IGVvZGzeGKmMcgOMCaKTn_-jSjb6P6bYqLyjNmIjqcqeUdyF4Y6u1bzrpNxWGattmdYPL8rvNp4jPdtgH9ev-2iZfl8Fwtg</recordid><startdate>20210911</startdate><enddate>20210911</enddate><creator>Ardiansah, Bayu</creator><creator>Tanimoto, Hiroki</creator><creator>Tomohiro, Takenori</creator><creator>Morimoto, Tsumoru</creator><creator>Kakiuchi, Kiyomi</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-1664-9133</orcidid><orcidid>https://orcid.org/0000-0002-4121-6807</orcidid><orcidid>https://orcid.org/0000-0002-3935-3079</orcidid></search><sort><creationdate>20210911</creationdate><title>Sulfonium ion-promoted traceless Schmidt reaction of alkyl azides</title><author>Ardiansah, Bayu ; Tanimoto, Hiroki ; Tomohiro, Takenori ; Morimoto, Tsumoru ; Kakiuchi, Kiyomi</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c380t-b8395b0971c6ea76f34c4ea02514d6d2af2f85080e045706bad5ac84c8bfbb8d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Carbonyls</topic><topic>Cleavage</topic><topic>Covalent bonds</topic><topic>Crystallography</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Substitution reactions</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ardiansah, Bayu</creatorcontrib><creatorcontrib>Tanimoto, Hiroki</creatorcontrib><creatorcontrib>Tomohiro, Takenori</creatorcontrib><creatorcontrib>Morimoto, Tsumoru</creatorcontrib><creatorcontrib>Kakiuchi, Kiyomi</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ardiansah, Bayu</au><au>Tanimoto, Hiroki</au><au>Tomohiro, Takenori</au><au>Morimoto, Tsumoru</au><au>Kakiuchi, Kiyomi</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Sulfonium ion-promoted traceless Schmidt reaction of alkyl azides</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><date>2021-09-11</date><risdate>2021</risdate><volume>57</volume><issue>7</issue><spage>8738</spage><epage>8741</epage><pages>8738-8741</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>Schmidt reaction by sulfonium ions is described. General primary, secondary, and tertiary alkyl azides were converted to the corresponding carbonyl or imine compounds without any trace of the activators. This bond scission reaction through 1,2-migration of C-H and C-C bonds was accessible to the one-pot substitution reaction.
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| ispartof | Chemical communications (Cambridge, England), 2021-09, Vol.57 (7), p.8738-8741 |
| issn | 1359-7345 1364-548X |
| language | eng |
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| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Carbonyls Cleavage Covalent bonds Crystallography NMR Nuclear magnetic resonance Substitution reactions |
| title | Sulfonium ion-promoted traceless Schmidt reaction of alkyl azides |
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