CITU: A Peptide and Decarboxylative Coupling Reagent
Tetrachloro-N-hydroxyphthalimide tetramethyluronium hexafluorophosphate (CITU) is disclosed as a convenient and economical reagent for both acylation and decarboxylative cross-coupling chemistries. Within the former set of reactions, CITU displays reactivity similar to that of common coupling reagen...
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| Veröffentlicht in: | Organic letters 2017-11, Vol.19 (22), p.6196-6199 |
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| container_title | Organic letters |
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| creator | deGruyter, Justine N. Malins, Lara R. Wimmer, Laurin Clay, Khalyd J. Lopez-Ogalla, Javier Qin, Tian Cornella, Josep Liu, Zhiqing Che, Guanda Bao, Denghui Stevens, Jason M. Qiao, Jennifer X. Allen, Martin P. Poss, Michael A. Baran, Phil S. |
| description | Tetrachloro-N-hydroxyphthalimide tetramethyluronium hexafluorophosphate (CITU) is disclosed as a convenient and economical reagent for both acylation and decarboxylative cross-coupling chemistries. Within the former set of reactions, CITU displays reactivity similar to that of common coupling reagents, but with increased safety and reduced cost. Within the latter, increased yields, more rapid conversion, and a simplified procedure are possible across a range of reported decarboxylative transformations. |
| doi_str_mv | 10.1021/acs.orglett.7b03121 |
| format | Article |
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Lett</addtitle><description>Tetrachloro-N-hydroxyphthalimide tetramethyluronium hexafluorophosphate (CITU) is disclosed as a convenient and economical reagent for both acylation and decarboxylative cross-coupling chemistries. Within the former set of reactions, CITU displays reactivity similar to that of common coupling reagents, but with increased safety and reduced cost. Within the latter, increased yields, more rapid conversion, and a simplified procedure are possible across a range of reported decarboxylative transformations.</description><subject>Acylation</subject><subject>chemical structure</subject><subject>cross-coupling reactions</subject><subject>Indicators and Reagents</subject><subject>Molecular Structure</subject><subject>organic compounds</subject><subject>Peptides - chemistry</subject><issn>1523-7060</issn><issn>1523-7052</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkUtLAzEUhYMotj5-gSCzdNM2N48mcSGU-gRBkboOmUymTplOajIj-u-NtBbd6CqX5Dvn5t6D0AngIWACI2Pj0Id57dp2KHJMgcAO6gMndCAwJ7vbeox76CDGBcaQbtQ-6hGVKkl5H7Hp3ez5PJtkj27VVoXLTFNkl86akPv3j9q01ZvLpr5b1VUzz56cmbumPUJ7pamjO96ch-j5-mo2vR3cP9zcTSf3A8OEbAfWCcEFZ7zMraRKUcGYLWmeK8ksAWyZK5gaSyZAWmBUAONCGEYVcFbagh6ii7XvqsuXrrCpdTC1XoVqacKH9qbSv1-a6kXP_ZvmQhGQIhmcbQyCf-1cbPWyitbVtWmc76ImmGCpMFDyLwpqDHKMFeYJpWvUBh9jcOX2R4D1VzQ6RaM30ehNNEl1-nOYreY7iwSM1sCXeuG70KTd_mn5CfHkm2o</recordid><startdate>20171117</startdate><enddate>20171117</enddate><creator>deGruyter, Justine N.</creator><creator>Malins, Lara R.</creator><creator>Wimmer, Laurin</creator><creator>Clay, Khalyd J.</creator><creator>Lopez-Ogalla, Javier</creator><creator>Qin, Tian</creator><creator>Cornella, Josep</creator><creator>Liu, Zhiqing</creator><creator>Che, Guanda</creator><creator>Bao, Denghui</creator><creator>Stevens, Jason M.</creator><creator>Qiao, Jennifer X.</creator><creator>Allen, Martin P.</creator><creator>Poss, Michael A.</creator><creator>Baran, Phil S.</creator><general>American Chemical Society</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>7S9</scope><scope>L.6</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0002-7691-6432</orcidid><orcidid>https://orcid.org/0000-0003-0465-8988</orcidid><orcidid>https://orcid.org/0000-0001-9193-9053</orcidid></search><sort><creationdate>20171117</creationdate><title>CITU: A Peptide and Decarboxylative Coupling Reagent</title><author>deGruyter, Justine N. ; Malins, Lara R. ; Wimmer, Laurin ; Clay, Khalyd J. ; Lopez-Ogalla, Javier ; Qin, Tian ; Cornella, Josep ; Liu, Zhiqing ; Che, Guanda ; Bao, Denghui ; Stevens, Jason M. ; Qiao, Jennifer X. ; Allen, Martin P. ; Poss, Michael A. ; Baran, Phil S.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a478t-ce7757545fbc83993744cf3bb984c210c4ed49684718c143714577a439154fcd3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Acylation</topic><topic>chemical structure</topic><topic>cross-coupling reactions</topic><topic>Indicators and Reagents</topic><topic>Molecular Structure</topic><topic>organic compounds</topic><topic>Peptides - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>deGruyter, Justine N.</creatorcontrib><creatorcontrib>Malins, Lara R.</creatorcontrib><creatorcontrib>Wimmer, Laurin</creatorcontrib><creatorcontrib>Clay, Khalyd J.</creatorcontrib><creatorcontrib>Lopez-Ogalla, Javier</creatorcontrib><creatorcontrib>Qin, Tian</creatorcontrib><creatorcontrib>Cornella, Josep</creatorcontrib><creatorcontrib>Liu, Zhiqing</creatorcontrib><creatorcontrib>Che, Guanda</creatorcontrib><creatorcontrib>Bao, Denghui</creatorcontrib><creatorcontrib>Stevens, Jason M.</creatorcontrib><creatorcontrib>Qiao, Jennifer X.</creatorcontrib><creatorcontrib>Allen, Martin P.</creatorcontrib><creatorcontrib>Poss, Michael A.</creatorcontrib><creatorcontrib>Baran, Phil S.</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>AGRICOLA</collection><collection>AGRICOLA - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>deGruyter, Justine N.</au><au>Malins, Lara R.</au><au>Wimmer, Laurin</au><au>Clay, Khalyd J.</au><au>Lopez-Ogalla, Javier</au><au>Qin, Tian</au><au>Cornella, Josep</au><au>Liu, Zhiqing</au><au>Che, Guanda</au><au>Bao, Denghui</au><au>Stevens, Jason M.</au><au>Qiao, Jennifer X.</au><au>Allen, Martin P.</au><au>Poss, Michael A.</au><au>Baran, Phil S.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>CITU: A Peptide and Decarboxylative Coupling Reagent</atitle><jtitle>Organic letters</jtitle><addtitle>Org. Lett</addtitle><date>2017-11-17</date><risdate>2017</risdate><volume>19</volume><issue>22</issue><spage>6196</spage><epage>6199</epage><pages>6196-6199</pages><issn>1523-7060</issn><issn>1523-7052</issn><eissn>1523-7052</eissn><abstract>Tetrachloro-N-hydroxyphthalimide tetramethyluronium hexafluorophosphate (CITU) is disclosed as a convenient and economical reagent for both acylation and decarboxylative cross-coupling chemistries. Within the former set of reactions, CITU displays reactivity similar to that of common coupling reagents, but with increased safety and reduced cost. 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| source | ACS Publications; MEDLINE |
| subjects | Acylation chemical structure cross-coupling reactions Indicators and Reagents Molecular Structure organic compounds Peptides - chemistry |
| title | CITU: A Peptide and Decarboxylative Coupling Reagent |
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