PhNCO-enabled synthesis of secondary amides from N -(2-aminophenyl)benzamides
We have successfully developed an efficient method for synthesizing secondary amides utilizing easily accessible N -(2-aminophenyl)benzamide and phenyl iso cyanate. Notably, the leaving group can be easily recuperated as a carbonylated N -heterocycle, which holds notable relevance in pharmaceutical...
Gespeichert in:
Veröffentlicht in: | New journal of chemistry 2024-01, Vol.48 (3), p.1103-1107 |
---|---|
Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 1107 |
---|---|
container_issue | 3 |
container_start_page | 1103 |
container_title | New journal of chemistry |
container_volume | 48 |
creator | Govindan, Karthick Chen, Nian-Qi Jayaram, Alageswaran Lin, Wei-Yu |
description | We have successfully developed an efficient method for synthesizing secondary amides utilizing easily accessible
N
-(2-aminophenyl)benzamide and phenyl
iso
cyanate. Notably, the leaving group can be easily recuperated as a carbonylated
N
-heterocycle, which holds notable relevance in pharmaceutical applications. The crux of this strategy involves a sequential nucleophilic/intramolecular addition process of phenyl
iso
cyanate, followed by transamidation. Moreover, the protocol features atom-economy, practicality, a one-pot two-step reaction, and facile preparation of substrates. |
doi_str_mv | 10.1039/D3NJ04995G |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2914487398</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2914487398</sourcerecordid><originalsourceid>FETCH-LOGICAL-c259t-8dd06a4f1ad1d3330ac740279a6c7ce89b8aa5a33a016b224179853723def5983</originalsourceid><addsrcrecordid>eNpFkEFLAzEUhIMoWKsXf0HAiwrRvLxssjlK1arU1oOel-wmS1vaZE3aQ_31rlbw9IbHxwwzhJwDvwGO5vYepy9cGlOMD8gAUBlmhILDXoOUjBdSHZOTnJecA2gFA_L6Np-OZswHW6-8o3kXNnOfF5nGlmbfxOBs2lG7XjifaZvimk4puxSs_4TYzX3Yra5qH772xCk5au0q-7O_OyQfjw_voyc2mY2fR3cT1ojCbFjpHFdWtmAdOETkttGSC22sanTjS1OX1hYW0XJQtRAStCkL1AKdbwtT4pBc7H27FD-3Pm-qZdym0EdWwvRNS42_1PWealLMOfm26tJi3fepgFc_c1X_c-E3wdVbVA</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2914487398</pqid></control><display><type>article</type><title>PhNCO-enabled synthesis of secondary amides from N -(2-aminophenyl)benzamides</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Govindan, Karthick ; Chen, Nian-Qi ; Jayaram, Alageswaran ; Lin, Wei-Yu</creator><creatorcontrib>Govindan, Karthick ; Chen, Nian-Qi ; Jayaram, Alageswaran ; Lin, Wei-Yu</creatorcontrib><description>We have successfully developed an efficient method for synthesizing secondary amides utilizing easily accessible
N
-(2-aminophenyl)benzamide and phenyl
iso
cyanate. Notably, the leaving group can be easily recuperated as a carbonylated
N
-heterocycle, which holds notable relevance in pharmaceutical applications. The crux of this strategy involves a sequential nucleophilic/intramolecular addition process of phenyl
iso
cyanate, followed by transamidation. Moreover, the protocol features atom-economy, practicality, a one-pot two-step reaction, and facile preparation of substrates.</description><identifier>ISSN: 1144-0546</identifier><identifier>EISSN: 1369-9261</identifier><identifier>DOI: 10.1039/D3NJ04995G</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Amides ; Benzamide ; Carbonyls ; Isocyanates ; Substrates</subject><ispartof>New journal of chemistry, 2024-01, Vol.48 (3), p.1103-1107</ispartof><rights>Copyright Royal Society of Chemistry 2024</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c259t-8dd06a4f1ad1d3330ac740279a6c7ce89b8aa5a33a016b224179853723def5983</citedby><cites>FETCH-LOGICAL-c259t-8dd06a4f1ad1d3330ac740279a6c7ce89b8aa5a33a016b224179853723def5983</cites><orcidid>0000-0002-4310-303X ; 0000-0003-2631-9581 ; 0000-0002-2303-0558</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>Govindan, Karthick</creatorcontrib><creatorcontrib>Chen, Nian-Qi</creatorcontrib><creatorcontrib>Jayaram, Alageswaran</creatorcontrib><creatorcontrib>Lin, Wei-Yu</creatorcontrib><title>PhNCO-enabled synthesis of secondary amides from N -(2-aminophenyl)benzamides</title><title>New journal of chemistry</title><description>We have successfully developed an efficient method for synthesizing secondary amides utilizing easily accessible
N
-(2-aminophenyl)benzamide and phenyl
iso
cyanate. Notably, the leaving group can be easily recuperated as a carbonylated
N
-heterocycle, which holds notable relevance in pharmaceutical applications. The crux of this strategy involves a sequential nucleophilic/intramolecular addition process of phenyl
iso
cyanate, followed by transamidation. Moreover, the protocol features atom-economy, practicality, a one-pot two-step reaction, and facile preparation of substrates.</description><subject>Amides</subject><subject>Benzamide</subject><subject>Carbonyls</subject><subject>Isocyanates</subject><subject>Substrates</subject><issn>1144-0546</issn><issn>1369-9261</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNpFkEFLAzEUhIMoWKsXf0HAiwrRvLxssjlK1arU1oOel-wmS1vaZE3aQ_31rlbw9IbHxwwzhJwDvwGO5vYepy9cGlOMD8gAUBlmhILDXoOUjBdSHZOTnJecA2gFA_L6Np-OZswHW6-8o3kXNnOfF5nGlmbfxOBs2lG7XjifaZvimk4puxSs_4TYzX3Yra5qH772xCk5au0q-7O_OyQfjw_voyc2mY2fR3cT1ojCbFjpHFdWtmAdOETkttGSC22sanTjS1OX1hYW0XJQtRAStCkL1AKdbwtT4pBc7H27FD-3Pm-qZdym0EdWwvRNS42_1PWealLMOfm26tJi3fepgFc_c1X_c-E3wdVbVA</recordid><startdate>20240115</startdate><enddate>20240115</enddate><creator>Govindan, Karthick</creator><creator>Chen, Nian-Qi</creator><creator>Jayaram, Alageswaran</creator><creator>Lin, Wei-Yu</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>H9R</scope><scope>JG9</scope><scope>KA0</scope><orcidid>https://orcid.org/0000-0002-4310-303X</orcidid><orcidid>https://orcid.org/0000-0003-2631-9581</orcidid><orcidid>https://orcid.org/0000-0002-2303-0558</orcidid></search><sort><creationdate>20240115</creationdate><title>PhNCO-enabled synthesis of secondary amides from N -(2-aminophenyl)benzamides</title><author>Govindan, Karthick ; Chen, Nian-Qi ; Jayaram, Alageswaran ; Lin, Wei-Yu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c259t-8dd06a4f1ad1d3330ac740279a6c7ce89b8aa5a33a016b224179853723def5983</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>Amides</topic><topic>Benzamide</topic><topic>Carbonyls</topic><topic>Isocyanates</topic><topic>Substrates</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Govindan, Karthick</creatorcontrib><creatorcontrib>Chen, Nian-Qi</creatorcontrib><creatorcontrib>Jayaram, Alageswaran</creatorcontrib><creatorcontrib>Lin, Wei-Yu</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Illustrata: Natural Sciences</collection><collection>Materials Research Database</collection><collection>ProQuest Illustrata: Technology Collection</collection><jtitle>New journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Govindan, Karthick</au><au>Chen, Nian-Qi</au><au>Jayaram, Alageswaran</au><au>Lin, Wei-Yu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>PhNCO-enabled synthesis of secondary amides from N -(2-aminophenyl)benzamides</atitle><jtitle>New journal of chemistry</jtitle><date>2024-01-15</date><risdate>2024</risdate><volume>48</volume><issue>3</issue><spage>1103</spage><epage>1107</epage><pages>1103-1107</pages><issn>1144-0546</issn><eissn>1369-9261</eissn><abstract>We have successfully developed an efficient method for synthesizing secondary amides utilizing easily accessible
N
-(2-aminophenyl)benzamide and phenyl
iso
cyanate. Notably, the leaving group can be easily recuperated as a carbonylated
N
-heterocycle, which holds notable relevance in pharmaceutical applications. The crux of this strategy involves a sequential nucleophilic/intramolecular addition process of phenyl
iso
cyanate, followed by transamidation. Moreover, the protocol features atom-economy, practicality, a one-pot two-step reaction, and facile preparation of substrates.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/D3NJ04995G</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-4310-303X</orcidid><orcidid>https://orcid.org/0000-0003-2631-9581</orcidid><orcidid>https://orcid.org/0000-0002-2303-0558</orcidid></addata></record> |
fulltext | fulltext |
identifier | ISSN: 1144-0546 |
ispartof | New journal of chemistry, 2024-01, Vol.48 (3), p.1103-1107 |
issn | 1144-0546 1369-9261 |
language | eng |
recordid | cdi_proquest_journals_2914487398 |
source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
subjects | Amides Benzamide Carbonyls Isocyanates Substrates |
title | PhNCO-enabled synthesis of secondary amides from N -(2-aminophenyl)benzamides |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-03T00%3A58%3A23IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=PhNCO-enabled%20synthesis%20of%20secondary%20amides%20from%20N%20-(2-aminophenyl)benzamides&rft.jtitle=New%20journal%20of%20chemistry&rft.au=Govindan,%20Karthick&rft.date=2024-01-15&rft.volume=48&rft.issue=3&rft.spage=1103&rft.epage=1107&rft.pages=1103-1107&rft.issn=1144-0546&rft.eissn=1369-9261&rft_id=info:doi/10.1039/D3NJ04995G&rft_dat=%3Cproquest_cross%3E2914487398%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2914487398&rft_id=info:pmid/&rfr_iscdi=true |