Synthesis of N-Acyl Sulfamates from Fluorosulfates and Amides
A novel synthetic strategy toward N-acyl sulfamates was developed. Interestingly, fluorosulfates, a new emerging class of electrophiles, were used to construct the sulfamate core. This precludes handling of chlorosulfonyl isocyanate and sulfamoyl chloride. In combination with amides, a wide and dive...
Gespeichert in:
| Veröffentlicht in: | The Journal of Organic Chemistry 2019-01, Vol.84 (2), p.1070-1078 |
|---|---|
| Hauptverfasser: | , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 1078 |
|---|---|
| container_issue | 2 |
| container_start_page | 1070 |
| container_title | The Journal of Organic Chemistry |
| container_volume | 84 |
| creator | Gilles, Philippe Veryser, Cedrick Vangrunderbeeck, Sarah Ceusters, Sam Van Meervelt, Luc De Borggraeve, Wim M |
| description | A novel synthetic strategy toward N-acyl sulfamates was developed. Interestingly, fluorosulfates, a new emerging class of electrophiles, were used to construct the sulfamate core. This precludes handling of chlorosulfonyl isocyanate and sulfamoyl chloride. In combination with amides, a wide and diverse set of N-acyl sulfamates was synthesized, including functionalized bioactive compounds. Furthermore, initial results showed that this method is also amenable to access N-thioacyl sulfamates. |
| format | Article |
| fullrecord | <record><control><sourceid>kuleuven</sourceid><recordid>TN_cdi_kuleuven_dspace_123456789_632005</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>123456789_632005</sourcerecordid><originalsourceid>FETCH-kuleuven_dspace_123456789_6320053</originalsourceid><addsrcrecordid>eNpjYeA0MDAy0jU2MjPmYOAqLs4yAAJTU1NOBtvgyrySjNTizGKF_DQFP13H5MocheDSnLTE3MSS1GKFtKL8XAW3nNL8ovxikChILDEvRcExNzMltZiHgTUtMac4lRdKczOou7mGOHvoZpfmpJaWpebFpxQXJCanxhsaGZuYmplbWMabGRsBrTbmZtAmTmV8SUWJMfHmAgDYmEWP</addsrcrecordid><sourcetype>Institutional Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Synthesis of N-Acyl Sulfamates from Fluorosulfates and Amides</title><source>Lirias (KU Leuven Association)</source><source>American Chemical Society Journals</source><creator>Gilles, Philippe ; Veryser, Cedrick ; Vangrunderbeeck, Sarah ; Ceusters, Sam ; Van Meervelt, Luc ; De Borggraeve, Wim M</creator><creatorcontrib>Gilles, Philippe ; Veryser, Cedrick ; Vangrunderbeeck, Sarah ; Ceusters, Sam ; Van Meervelt, Luc ; De Borggraeve, Wim M</creatorcontrib><description>A novel synthetic strategy toward N-acyl sulfamates was developed. Interestingly, fluorosulfates, a new emerging class of electrophiles, were used to construct the sulfamate core. This precludes handling of chlorosulfonyl isocyanate and sulfamoyl chloride. In combination with amides, a wide and diverse set of N-acyl sulfamates was synthesized, including functionalized bioactive compounds. Furthermore, initial results showed that this method is also amenable to access N-thioacyl sulfamates.</description><identifier>ISSN: 0022-3263</identifier><language>eng</language><publisher>American Chemical Society</publisher><ispartof>The Journal of Organic Chemistry, 2019-01, Vol.84 (2), p.1070-1078</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,315,780,784,27860</link.rule.ids></links><search><creatorcontrib>Gilles, Philippe</creatorcontrib><creatorcontrib>Veryser, Cedrick</creatorcontrib><creatorcontrib>Vangrunderbeeck, Sarah</creatorcontrib><creatorcontrib>Ceusters, Sam</creatorcontrib><creatorcontrib>Van Meervelt, Luc</creatorcontrib><creatorcontrib>De Borggraeve, Wim M</creatorcontrib><title>Synthesis of N-Acyl Sulfamates from Fluorosulfates and Amides</title><title>The Journal of Organic Chemistry</title><description>A novel synthetic strategy toward N-acyl sulfamates was developed. Interestingly, fluorosulfates, a new emerging class of electrophiles, were used to construct the sulfamate core. This precludes handling of chlorosulfonyl isocyanate and sulfamoyl chloride. In combination with amides, a wide and diverse set of N-acyl sulfamates was synthesized, including functionalized bioactive compounds. Furthermore, initial results showed that this method is also amenable to access N-thioacyl sulfamates.</description><issn>0022-3263</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><sourceid>FZOIL</sourceid><recordid>eNpjYeA0MDAy0jU2MjPmYOAqLs4yAAJTU1NOBtvgyrySjNTizGKF_DQFP13H5MocheDSnLTE3MSS1GKFtKL8XAW3nNL8ovxikChILDEvRcExNzMltZiHgTUtMac4lRdKczOou7mGOHvoZpfmpJaWpebFpxQXJCanxhsaGZuYmplbWMabGRsBrTbmZtAmTmV8SUWJMfHmAgDYmEWP</recordid><startdate>20190118</startdate><enddate>20190118</enddate><creator>Gilles, Philippe</creator><creator>Veryser, Cedrick</creator><creator>Vangrunderbeeck, Sarah</creator><creator>Ceusters, Sam</creator><creator>Van Meervelt, Luc</creator><creator>De Borggraeve, Wim M</creator><general>American Chemical Society</general><scope>FZOIL</scope></search><sort><creationdate>20190118</creationdate><title>Synthesis of N-Acyl Sulfamates from Fluorosulfates and Amides</title><author>Gilles, Philippe ; Veryser, Cedrick ; Vangrunderbeeck, Sarah ; Ceusters, Sam ; Van Meervelt, Luc ; De Borggraeve, Wim M</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-kuleuven_dspace_123456789_6320053</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Gilles, Philippe</creatorcontrib><creatorcontrib>Veryser, Cedrick</creatorcontrib><creatorcontrib>Vangrunderbeeck, Sarah</creatorcontrib><creatorcontrib>Ceusters, Sam</creatorcontrib><creatorcontrib>Van Meervelt, Luc</creatorcontrib><creatorcontrib>De Borggraeve, Wim M</creatorcontrib><collection>Lirias (KU Leuven Association)</collection><jtitle>The Journal of Organic Chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Gilles, Philippe</au><au>Veryser, Cedrick</au><au>Vangrunderbeeck, Sarah</au><au>Ceusters, Sam</au><au>Van Meervelt, Luc</au><au>De Borggraeve, Wim M</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of N-Acyl Sulfamates from Fluorosulfates and Amides</atitle><jtitle>The Journal of Organic Chemistry</jtitle><date>2019-01-18</date><risdate>2019</risdate><volume>84</volume><issue>2</issue><spage>1070</spage><epage>1078</epage><pages>1070-1078</pages><issn>0022-3263</issn><abstract>A novel synthetic strategy toward N-acyl sulfamates was developed. Interestingly, fluorosulfates, a new emerging class of electrophiles, were used to construct the sulfamate core. This precludes handling of chlorosulfonyl isocyanate and sulfamoyl chloride. In combination with amides, a wide and diverse set of N-acyl sulfamates was synthesized, including functionalized bioactive compounds. Furthermore, initial results showed that this method is also amenable to access N-thioacyl sulfamates.</abstract><pub>American Chemical Society</pub></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0022-3263 |
| ispartof | The Journal of Organic Chemistry, 2019-01, Vol.84 (2), p.1070-1078 |
| issn | 0022-3263 |
| language | eng |
| recordid | cdi_kuleuven_dspace_123456789_632005 |
| source | Lirias (KU Leuven Association); American Chemical Society Journals |
| title | Synthesis of N-Acyl Sulfamates from Fluorosulfates and Amides |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-26T04%3A34%3A46IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-kuleuven&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Synthesis%20of%20N-Acyl%20Sulfamates%20from%20Fluorosulfates%20and%20Amides&rft.jtitle=The%20Journal%20of%20Organic%20Chemistry&rft.au=Gilles,%20Philippe&rft.date=2019-01-18&rft.volume=84&rft.issue=2&rft.spage=1070&rft.epage=1078&rft.pages=1070-1078&rft.issn=0022-3263&rft_id=info:doi/&rft_dat=%3Ckuleuven%3E123456789_632005%3C/kuleuven%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true |