Cobalt-Catalyzed Regioselective C8–H Sulfoxamination of 1‑Naphthylamine Derivatives with NH-Sulfoximines

A simple cobalt-catalyzed, picolinamide-directed C8–H sulfoxamination of 1-naphthalamides with NH-sulfoximines has been developed. This cross-dehydrogenative C–H/N–H coupling reaction offers a facile route to N-arylated sulfoximines, exhibiting high yields, a broad substrate scope, and excellent fun...

Full description

Saved in:
Bibliographic Details
Published in:Journal of organic chemistry 2024-12, Vol.89 (24), p.18436-18444
Main Authors: Rathod, Nileshkumar B., Patel, Raj N., Patel, Sachinkumar D., Patel, Dharmik M., Sonawane, Mahesh A., Thakur, Dinesh Gopichand, Ghosh, Subhash Chandra
Format: Article
Language:English
Citations: Items that this one cites
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by
cites cdi_FETCH-LOGICAL-a217t-2083e82186b8fa110e812ed9675f333a37a54a20809271d5a47bbd60c1c9e2fc3
container_end_page 18444
container_issue 24
container_start_page 18436
container_title Journal of organic chemistry
container_volume 89
creator Rathod, Nileshkumar B.
Patel, Raj N.
Patel, Sachinkumar D.
Patel, Dharmik M.
Sonawane, Mahesh A.
Thakur, Dinesh Gopichand
Ghosh, Subhash Chandra
description A simple cobalt-catalyzed, picolinamide-directed C8–H sulfoxamination of 1-naphthalamides with NH-sulfoximines has been developed. This cross-dehydrogenative C–H/N–H coupling reaction offers a facile route to N-arylated sulfoximines, exhibiting high yields, a broad substrate scope, and excellent functional group tolerance and scalability.
doi_str_mv 10.1021/acs.joc.4c02318
format article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_3130203379</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>3130203379</sourcerecordid><originalsourceid>FETCH-LOGICAL-a217t-2083e82186b8fa110e812ed9675f333a37a54a20809271d5a47bbd60c1c9e2fc3</originalsourceid><addsrcrecordid>eNp1kLtOw0AQRVcIREKgpkMukZCTfWT9KJF5BCkKEo_aGq_HZNEmG7x2IFT5BcQf5ktw5EDHNFPMuVeaQ8gpo31GORuAcv1Xq_pDRblg0R7pMsmpH8R0uE-6lHLuCx6IDjly7pU2I6U8JB0RSxlIFnaJSWwGpvITqMCsPjH3HvBFW4cGVaWX6CXRZv098h5rU9gPmOk5VNrOPVt4bLP-msBiWk1XZntA7wpLvYRtzHnvupp6k5HfBvX27o7JQQHG4clu98jzzfVTMvLH97d3yeXYB87Cyuc0EhhxFgVZVABjFCPGMY-DUBZCCBAhyCE0FI15yHIJwzDL8oAqpmLkhRI9ct72Lkr7VqOr0pl2Co2BOdrapYIJyqkQYdyggxZVpXWuxCJdlHoG5SplNN0qThvFaaM43SluEme78jqbYf7H_zptgIsWaJN1OW9-_bfuB2NWiTM</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>3130203379</pqid></control><display><type>article</type><title>Cobalt-Catalyzed Regioselective C8–H Sulfoxamination of 1‑Naphthylamine Derivatives with NH-Sulfoximines</title><source>American Chemical Society:Jisc Collections:American Chemical Society Read &amp; Publish Agreement 2022-2024 (Reading list)</source><creator>Rathod, Nileshkumar B. ; Patel, Raj N. ; Patel, Sachinkumar D. ; Patel, Dharmik M. ; Sonawane, Mahesh A. ; Thakur, Dinesh Gopichand ; Ghosh, Subhash Chandra</creator><creatorcontrib>Rathod, Nileshkumar B. ; Patel, Raj N. ; Patel, Sachinkumar D. ; Patel, Dharmik M. ; Sonawane, Mahesh A. ; Thakur, Dinesh Gopichand ; Ghosh, Subhash Chandra</creatorcontrib><description>A simple cobalt-catalyzed, picolinamide-directed C8–H sulfoxamination of 1-naphthalamides with NH-sulfoximines has been developed. This cross-dehydrogenative C–H/N–H coupling reaction offers a facile route to N-arylated sulfoximines, exhibiting high yields, a broad substrate scope, and excellent functional group tolerance and scalability.</description><identifier>ISSN: 0022-3263</identifier><identifier>ISSN: 1520-6904</identifier><identifier>EISSN: 1520-6904</identifier><identifier>DOI: 10.1021/acs.joc.4c02318</identifier><identifier>PMID: 39556517</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><ispartof>Journal of organic chemistry, 2024-12, Vol.89 (24), p.18436-18444</ispartof><rights>2024 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-a217t-2083e82186b8fa110e812ed9675f333a37a54a20809271d5a47bbd60c1c9e2fc3</cites><orcidid>0000-0002-3084-1236 ; 0000-0002-6528-1582</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/39556517$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Rathod, Nileshkumar B.</creatorcontrib><creatorcontrib>Patel, Raj N.</creatorcontrib><creatorcontrib>Patel, Sachinkumar D.</creatorcontrib><creatorcontrib>Patel, Dharmik M.</creatorcontrib><creatorcontrib>Sonawane, Mahesh A.</creatorcontrib><creatorcontrib>Thakur, Dinesh Gopichand</creatorcontrib><creatorcontrib>Ghosh, Subhash Chandra</creatorcontrib><title>Cobalt-Catalyzed Regioselective C8–H Sulfoxamination of 1‑Naphthylamine Derivatives with NH-Sulfoximines</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>A simple cobalt-catalyzed, picolinamide-directed C8–H sulfoxamination of 1-naphthalamides with NH-sulfoximines has been developed. This cross-dehydrogenative C–H/N–H coupling reaction offers a facile route to N-arylated sulfoximines, exhibiting high yields, a broad substrate scope, and excellent functional group tolerance and scalability.</description><issn>0022-3263</issn><issn>1520-6904</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNp1kLtOw0AQRVcIREKgpkMukZCTfWT9KJF5BCkKEo_aGq_HZNEmG7x2IFT5BcQf5ktw5EDHNFPMuVeaQ8gpo31GORuAcv1Xq_pDRblg0R7pMsmpH8R0uE-6lHLuCx6IDjly7pU2I6U8JB0RSxlIFnaJSWwGpvITqMCsPjH3HvBFW4cGVaWX6CXRZv098h5rU9gPmOk5VNrOPVt4bLP-msBiWk1XZntA7wpLvYRtzHnvupp6k5HfBvX27o7JQQHG4clu98jzzfVTMvLH97d3yeXYB87Cyuc0EhhxFgVZVABjFCPGMY-DUBZCCBAhyCE0FI15yHIJwzDL8oAqpmLkhRI9ct72Lkr7VqOr0pl2Co2BOdrapYIJyqkQYdyggxZVpXWuxCJdlHoG5SplNN0qThvFaaM43SluEme78jqbYf7H_zptgIsWaJN1OW9-_bfuB2NWiTM</recordid><startdate>20241220</startdate><enddate>20241220</enddate><creator>Rathod, Nileshkumar B.</creator><creator>Patel, Raj N.</creator><creator>Patel, Sachinkumar D.</creator><creator>Patel, Dharmik M.</creator><creator>Sonawane, Mahesh A.</creator><creator>Thakur, Dinesh Gopichand</creator><creator>Ghosh, Subhash Chandra</creator><general>American Chemical Society</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-3084-1236</orcidid><orcidid>https://orcid.org/0000-0002-6528-1582</orcidid></search><sort><creationdate>20241220</creationdate><title>Cobalt-Catalyzed Regioselective C8–H Sulfoxamination of 1‑Naphthylamine Derivatives with NH-Sulfoximines</title><author>Rathod, Nileshkumar B. ; Patel, Raj N. ; Patel, Sachinkumar D. ; Patel, Dharmik M. ; Sonawane, Mahesh A. ; Thakur, Dinesh Gopichand ; Ghosh, Subhash Chandra</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a217t-2083e82186b8fa110e812ed9675f333a37a54a20809271d5a47bbd60c1c9e2fc3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Rathod, Nileshkumar B.</creatorcontrib><creatorcontrib>Patel, Raj N.</creatorcontrib><creatorcontrib>Patel, Sachinkumar D.</creatorcontrib><creatorcontrib>Patel, Dharmik M.</creatorcontrib><creatorcontrib>Sonawane, Mahesh A.</creatorcontrib><creatorcontrib>Thakur, Dinesh Gopichand</creatorcontrib><creatorcontrib>Ghosh, Subhash Chandra</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Rathod, Nileshkumar B.</au><au>Patel, Raj N.</au><au>Patel, Sachinkumar D.</au><au>Patel, Dharmik M.</au><au>Sonawane, Mahesh A.</au><au>Thakur, Dinesh Gopichand</au><au>Ghosh, Subhash Chandra</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cobalt-Catalyzed Regioselective C8–H Sulfoxamination of 1‑Naphthylamine Derivatives with NH-Sulfoximines</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2024-12-20</date><risdate>2024</risdate><volume>89</volume><issue>24</issue><spage>18436</spage><epage>18444</epage><pages>18436-18444</pages><issn>0022-3263</issn><issn>1520-6904</issn><eissn>1520-6904</eissn><abstract>A simple cobalt-catalyzed, picolinamide-directed C8–H sulfoxamination of 1-naphthalamides with NH-sulfoximines has been developed. This cross-dehydrogenative C–H/N–H coupling reaction offers a facile route to N-arylated sulfoximines, exhibiting high yields, a broad substrate scope, and excellent functional group tolerance and scalability.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>39556517</pmid><doi>10.1021/acs.joc.4c02318</doi><tpages>9</tpages><orcidid>https://orcid.org/0000-0002-3084-1236</orcidid><orcidid>https://orcid.org/0000-0002-6528-1582</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 0022-3263
ispartof Journal of organic chemistry, 2024-12, Vol.89 (24), p.18436-18444
issn 0022-3263
1520-6904
1520-6904
language eng
recordid cdi_proquest_miscellaneous_3130203379
source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
title Cobalt-Catalyzed Regioselective C8–H Sulfoxamination of 1‑Naphthylamine Derivatives with NH-Sulfoximines
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-29T23%3A46%3A26IST&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=Cobalt-Catalyzed%20Regioselective%20C8%E2%80%93H%20Sulfoxamination%20of%201%E2%80%91Naphthylamine%20Derivatives%20with%20NH-Sulfoximines&rft.jtitle=Journal%20of%20organic%20chemistry&rft.au=Rathod,%20Nileshkumar%20B.&rft.date=2024-12-20&rft.volume=89&rft.issue=24&rft.spage=18436&rft.epage=18444&rft.pages=18436-18444&rft.issn=0022-3263&rft.eissn=1520-6904&rft_id=info:doi/10.1021/acs.joc.4c02318&rft_dat=%3Cproquest_cross%3E3130203379%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-a217t-2083e82186b8fa110e812ed9675f333a37a54a20809271d5a47bbd60c1c9e2fc3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=3130203379&rft_id=info:pmid/39556517&rfr_iscdi=true