Rh( iii )-Catalyzed chemo-, regio- and stereoselective carboamination of sulfonyl allenes with N -phenoxy amides or N -enoxy imides
The Rh( iii )-catalyzed chemo-, regio- and stereoselective carboamination of sulfonyl allenes has been realized by virtue of either N -phenoxy amides or N -enoxy imides simultaneously acting as the C- and N-sources, via redox-neutral tandem C–H activation/allene insertion/oxidative addition/C–N bond...
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| Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2022-08, Vol.58 (66), p.9286-9289 |
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| container_title | Chemical communications (Cambridge, England) |
| container_volume | 58 |
| creator | Wu, Min Zhang, Haiman Wang, Ting Lin, Shuang Guo, Ziyang Gao, Hui Zhou, Zhi Yi, Wei |
| description | The Rh(
iii
)-catalyzed chemo-, regio- and stereoselective carboamination of sulfonyl allenes has been realized by virtue of either
N
-phenoxy amides or
N
-enoxy imides simultaneously acting as the C- and N-sources,
via
redox-neutral tandem C–H activation/allene insertion/oxidative addition/C–N bond formation for the direct construction of allylamine derivatives equipped with an α-quaternary carbon center. This protocol features high atom-economy with good substrate compatibility and exhibits profound synthetic potential for late-stage C–H modification of complex molecules. |
| doi_str_mv | 10.1039/d2cc02982k |
| format | Article |
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iii
)-catalyzed chemo-, regio- and stereoselective carboamination of sulfonyl allenes has been realized by virtue of either
N
-phenoxy amides or
N
-enoxy imides simultaneously acting as the C- and N-sources,
via
redox-neutral tandem C–H activation/allene insertion/oxidative addition/C–N bond formation for the direct construction of allylamine derivatives equipped with an α-quaternary carbon center. This protocol features high atom-economy with good substrate compatibility and exhibits profound synthetic potential for late-stage C–H modification of complex molecules.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/d2cc02982k</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Amides ; Imides ; Stereoselectivity ; Substrates</subject><ispartof>Chemical communications (Cambridge, England), 2022-08, Vol.58 (66), p.9286-9289</ispartof><rights>Copyright Royal Society of Chemistry 2022</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c292t-5c0e23813b28739ff69c27edda4669b22f068e4c366deb7c01812bea3e10be8b3</citedby><cites>FETCH-LOGICAL-c292t-5c0e23813b28739ff69c27edda4669b22f068e4c366deb7c01812bea3e10be8b3</cites><orcidid>0000-0001-7936-9326 ; 0000-0002-6521-8946</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids></links><search><creatorcontrib>Wu, Min</creatorcontrib><creatorcontrib>Zhang, Haiman</creatorcontrib><creatorcontrib>Wang, Ting</creatorcontrib><creatorcontrib>Lin, Shuang</creatorcontrib><creatorcontrib>Guo, Ziyang</creatorcontrib><creatorcontrib>Gao, Hui</creatorcontrib><creatorcontrib>Zhou, Zhi</creatorcontrib><creatorcontrib>Yi, Wei</creatorcontrib><title>Rh( iii )-Catalyzed chemo-, regio- and stereoselective carboamination of sulfonyl allenes with N -phenoxy amides or N -enoxy imides</title><title>Chemical communications (Cambridge, England)</title><description>The Rh(
iii
)-catalyzed chemo-, regio- and stereoselective carboamination of sulfonyl allenes has been realized by virtue of either
N
-phenoxy amides or
N
-enoxy imides simultaneously acting as the C- and N-sources,
via
redox-neutral tandem C–H activation/allene insertion/oxidative addition/C–N bond formation for the direct construction of allylamine derivatives equipped with an α-quaternary carbon center. This protocol features high atom-economy with good substrate compatibility and exhibits profound synthetic potential for late-stage C–H modification of complex molecules.</description><subject>Amides</subject><subject>Imides</subject><subject>Stereoselectivity</subject><subject>Substrates</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNpdkU1LxDAQhosouK5e_AUBL6sYzUebpkepn7goiIK3kqZTmzVt1qSrrlf_uF3Xk3OZ4eFhGOaNon1KTijh2WnFtCYsk-x1IxpRLmKcxPJ5czUnGU55nGxHOyHMyFA0kaPo-6GZIGMMOsS56pVdfkGFdAOtw8fIw4txGKmuQqEHDy6ABd2bd0Ba-dKp1nSqN65DrkZhYWvXLS1S1kIHAX2YvkF3CM8b6NznEg12NWDnV3CNzC_ajbZqZQPs_fVx9HR58Zhf4-n91U1-NsWaZazHiSbAuKS8ZDLlWV2LTLMUqkrFQmQlYzUREmLNhaigTDWhkrISFAdKSpAlH0eT9d65d28LCH3RmqDBWtWBW4SCiUxIwTlLB_XgnzpzC98N1xUsJSweHpnGg3W0trR3IXioi7k3rfLLgpJilUdxzvL8N49b_gNFBn2G</recordid><startdate>20220816</startdate><enddate>20220816</enddate><creator>Wu, Min</creator><creator>Zhang, Haiman</creator><creator>Wang, Ting</creator><creator>Lin, Shuang</creator><creator>Guo, Ziyang</creator><creator>Gao, Hui</creator><creator>Zhou, Zhi</creator><creator>Yi, Wei</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/0000-0001-7936-9326</orcidid><orcidid>https://orcid.org/0000-0002-6521-8946</orcidid></search><sort><creationdate>20220816</creationdate><title>Rh( iii )-Catalyzed chemo-, regio- and stereoselective carboamination of sulfonyl allenes with N -phenoxy amides or N -enoxy imides</title><author>Wu, Min ; Zhang, Haiman ; Wang, Ting ; Lin, Shuang ; Guo, Ziyang ; Gao, Hui ; Zhou, Zhi ; Yi, Wei</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c292t-5c0e23813b28739ff69c27edda4669b22f068e4c366deb7c01812bea3e10be8b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Amides</topic><topic>Imides</topic><topic>Stereoselectivity</topic><topic>Substrates</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wu, Min</creatorcontrib><creatorcontrib>Zhang, Haiman</creatorcontrib><creatorcontrib>Wang, Ting</creatorcontrib><creatorcontrib>Lin, Shuang</creatorcontrib><creatorcontrib>Guo, Ziyang</creatorcontrib><creatorcontrib>Gao, Hui</creatorcontrib><creatorcontrib>Zhou, Zhi</creatorcontrib><creatorcontrib>Yi, Wei</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>Wu, Min</au><au>Zhang, Haiman</au><au>Wang, Ting</au><au>Lin, Shuang</au><au>Guo, Ziyang</au><au>Gao, Hui</au><au>Zhou, Zhi</au><au>Yi, Wei</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Rh( iii )-Catalyzed chemo-, regio- and stereoselective carboamination of sulfonyl allenes with N -phenoxy amides or N -enoxy imides</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><date>2022-08-16</date><risdate>2022</risdate><volume>58</volume><issue>66</issue><spage>9286</spage><epage>9289</epage><pages>9286-9289</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>The Rh(
iii
)-catalyzed chemo-, regio- and stereoselective carboamination of sulfonyl allenes has been realized by virtue of either
N
-phenoxy amides or
N
-enoxy imides simultaneously acting as the C- and N-sources,
via
redox-neutral tandem C–H activation/allene insertion/oxidative addition/C–N bond formation for the direct construction of allylamine derivatives equipped with an α-quaternary carbon center. This protocol features high atom-economy with good substrate compatibility and exhibits profound synthetic potential for late-stage C–H modification of complex molecules.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/d2cc02982k</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0001-7936-9326</orcidid><orcidid>https://orcid.org/0000-0002-6521-8946</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1359-7345 |
| ispartof | Chemical communications (Cambridge, England), 2022-08, Vol.58 (66), p.9286-9289 |
| issn | 1359-7345 1364-548X |
| language | eng |
| recordid | cdi_proquest_miscellaneous_2696863327 |
| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Amides Imides Stereoselectivity Substrates |
| title | Rh( iii )-Catalyzed chemo-, regio- and stereoselective carboamination of sulfonyl allenes with N -phenoxy amides or N -enoxy imides |
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