{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,1]],"date-time":"2026-07-01T06:01:44Z","timestamp":1782885704104,"version":"3.54.5"},"reference-count":45,"publisher":"Royal Society of Chemistry (RSC)","issue":"69","license":[{"start":{"date-parts":[[2022,8,1]],"date-time":"2022-08-01T00:00:00Z","timestamp":1659312000000},"content-version":"am","delay-in-days":577,"URL":"http:\/\/rsc.li\/journals-terms-of-use"}],"funder":[{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["21971201"],"award-info":[{"award-number":["21971201"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100007128","name":"Natural Science Foundation of Shaanxi Province","doi-asserted-by":"publisher","award":["2021JM-003"],"award-info":[{"award-number":["2021JM-003"]}],"id":[{"id":"10.13039\/501100007128","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100012546","name":"Chongqing Postdoctoral Science Foundation","doi-asserted-by":"publisher","award":["2019M663659"],"award-info":[{"award-number":["2019M663659"]}],"id":[{"id":"10.13039\/100012546","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["rsc.org"],"crossmark-restriction":true},"short-container-title":["Chem. Commun."],"abstract":"<jats:p>An efficient copper-catalyzed radical ring-opening halogenation with HX (aq) is described. This protocol provides a practical access to distally chlorinated, brominated and iodinated alkyl ketones and alkyl nitriles with moderate to good yields.<\/jats:p>","DOI":"10.1039\/d1cc03013b","type":"journal-article","created":{"date-parts":[[2021,7,31]],"date-time":"2021-07-31T22:44:21Z","timestamp":1627771461000},"page":"8652-8655","update-policy":"https:\/\/doi.org\/10.1039\/rsc_crossmark_policy","source":"Crossref","is-referenced-by-count":21,"title":["Copper-catalyzed radical ring-opening halogenation with HX"],"prefix":"10.1039","volume":"57","author":[{"given":"Shuai","family":"Liu","sequence":"first","affiliation":[{"name":"Department of Chemistry, School of Chemistry, Xi\u2019an Key Laboratory of Sustainable Energy Material Chemistry and MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi\u2019an Jiaotong University, Xi\u2019an 710049, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ming","family":"Bai","sequence":"additional","affiliation":[{"name":"Department of Chemistry, School of Chemistry, Xi\u2019an Key Laboratory of Sustainable Energy Material Chemistry and MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi\u2019an Jiaotong University, Xi\u2019an 710049, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Peng-Fei","family":"Xu","sequence":"additional","affiliation":[{"name":"Department of Chemistry, School of Chemistry, Xi\u2019an Key Laboratory of Sustainable Energy Material Chemistry and MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi\u2019an Jiaotong University, Xi\u2019an 710049, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Qing-Xin","family":"Sun","sequence":"additional","affiliation":[{"name":"Department of Chemistry, School of Chemistry, Xi\u2019an Key Laboratory of Sustainable Energy Material Chemistry and MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi\u2019an Jiaotong University, Xi\u2019an 710049, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1527-5934","authenticated-orcid":false,"given":"Xin-Hua","family":"Duan","sequence":"additional","affiliation":[{"name":"Department of Chemistry, School of Chemistry, Xi\u2019an Key Laboratory of Sustainable Energy Material Chemistry and MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi\u2019an Jiaotong University, Xi\u2019an 710049, China"},{"name":"State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9789-6952","authenticated-orcid":false,"given":"Li-Na","family":"Guo","sequence":"additional","affiliation":[{"name":"Department of Chemistry, School of Chemistry, Xi\u2019an Key Laboratory of Sustainable Energy Material Chemistry and MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi\u2019an Jiaotong University, Xi\u2019an 710049, China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"292","published-online":{"date-parts":[[2021]]},"reference":[{"key":"D1CC03013B\/cit1a","volume-title":"Aliphatic Nucleophilic Substitution","author":"Hartshorn","year":"1973","unstructured":"S. R.Hartshorn ,  Aliphatic Nucleophilic Substitution ,  Cambridge University Press ,  London ,  1973"},{"key":"D1CC03013B\/cit1b","volume-title":"Modern Physical Organic Chemistry","author":"Anslyn","year":"2006","unstructured":"E. V.Anslyn  and  D. A.Dougherty ,  Modern Physical Organic Chemistry ,  University Science Books ,  Sausalito, CA ,  2006 , ch. 11"},{"key":"D1CC03013B\/cit2a","doi-asserted-by":"crossref","first-page":"1525","DOI":"10.1002\/adsc.200404223","volume":"346","author":"Netherton","year":"2004","journal-title":"Adv. Synth. Catal."},{"key":"D1CC03013B\/cit2b","doi-asserted-by":"crossref","first-page":"2656","DOI":"10.1002\/anie.200803611","volume":"48","author":"Rudolph","year":"2009","journal-title":"Angew. Chem., Int. Ed."},{"key":"D1CC03013B\/cit2c","doi-asserted-by":"crossref","first-page":"4937","DOI":"10.1039\/c1cs15129k","volume":"40","author":"Kambe","year":"2011","journal-title":"Chem. Soc. Rev."},{"key":"D1CC03013B\/cit2d","doi-asserted-by":"crossref","first-page":"692","DOI":"10.1021\/acscentsci.7b00212","volume":"3","author":"Fu","year":"2017","journal-title":"ACS Cent. Sci."},{"key":"D1CC03013B\/cit2e","doi-asserted-by":"crossref","first-page":"4697","DOI":"10.1021\/acscatal.7b01405","volume":"7","author":"Kaga","year":"2017","journal-title":"ACS Catal."},{"key":"D1CC03013B\/cit3a","doi-asserted-by":"crossref","first-page":"1906","DOI":"10.1021\/jm00393a037","volume":"30","author":"Iorio","year":"1987","journal-title":"J. Med. Chem."},{"key":"D1CC03013B\/cit3b","doi-asserted-by":"crossref","first-page":"1934","DOI":"10.1021\/jm00118a011","volume":"31","author":"van Wijngaarden","year":"1988","journal-title":"J. Med. Chem."},{"key":"D1CC03013B\/cit3c","doi-asserted-by":"crossref","first-page":"65","DOI":"10.1002\/ardp.19923250202","volume":"325","author":"Oelschl\u00e4ger","year":"1992","journal-title":"Arch. Pharm."},{"key":"D1CC03013B\/cit4a","doi-asserted-by":"crossref","first-page":"3490","DOI":"10.1021\/jacs.5b00939","volume":"137","author":"Zhao","year":"2015","journal-title":"J. Am. Chem. Soc."},{"key":"D1CC03013B\/cit4b","doi-asserted-by":"crossref","first-page":"5105","DOI":"10.1039\/C5OB00632E","volume":"13","author":"Ren","year":"2015","journal-title":"Org. Biomol. Chem."},{"key":"D1CC03013B\/cit4c","doi-asserted-by":"crossref","first-page":"5225","DOI":"10.1039\/C5SC01973G","volume":"6","author":"Pitts","year":"2015","journal-title":"Chem. Sci."},{"key":"D1CC03013B\/cit4d","doi-asserted-by":"crossref","first-page":"6236","DOI":"10.1039\/C6GC02656G","volume":"18","author":"Tian","year":"2016","journal-title":"Green Chem."},{"key":"D1CC03013B\/cit4e","doi-asserted-by":"crossref","first-page":"227","DOI":"10.1039\/C5QO00368G","volume":"3","author":"Fan","year":"2016","journal-title":"Org. Chem. Front."},{"key":"D1CC03013B\/cit4f","doi-asserted-by":"crossref","first-page":"1467","DOI":"10.1039\/C6QO00443A","volume":"3","author":"Huan","year":"2016","journal-title":"Org. Chem. Front."},{"key":"D1CC03013B\/cit4g","doi-asserted-by":"crossref","first-page":"171","DOI":"10.1126\/science.aat6365","volume":"361","author":"Roque","year":"2018","journal-title":"Science"},{"key":"D1CC03013B\/cit5a","doi-asserted-by":"crossref","first-page":"1139","DOI":"10.1055\/s-0035-1561358","volume":"27","author":"Ren","year":"2016","journal-title":"Synlett"},{"key":"D1CC03013B\/cit5b","doi-asserted-by":"crossref","first-page":"684","DOI":"10.1021\/acs.orglett.5b03649","volume":"18","author":"Huang","year":"2016","journal-title":"Org. Lett."},{"key":"D1CC03013B\/cit6a","doi-asserted-by":"crossref","first-page":"1264","DOI":"10.1016\/j.tetlet.2008.12.114","volume":"50","author":"Casey","year":"2009","journal-title":"Tetrahedron Lett."},{"key":"D1CC03013B\/cit6b","doi-asserted-by":"crossref","first-page":"5805","DOI":"10.1039\/C8SC01763H","volume":"9","author":"Wang","year":"2018","journal-title":"Chem. Sci."},{"key":"D1CC03013B\/cit6c","doi-asserted-by":"crossref","first-page":"5002","DOI":"10.1039\/D0CC01720E","volume":"56","author":"Shi","year":"2020","journal-title":"Chem. Commun."},{"key":"D1CC03013B\/cit7","doi-asserted-by":"crossref","first-page":"744","DOI":"10.1002\/anie.201710790","volume":"57","author":"Dauncey","year":"2018","journal-title":"Angew. Chem., Int. Ed."},{"key":"D1CC03013B\/cit8a","doi-asserted-by":"crossref","first-page":"15319","DOI":"10.1002\/anie.201609035","volume":"55","author":"Guo","year":"2016","journal-title":"Angew. Chem., Int. Ed."},{"key":"D1CC03013B\/cit8b","doi-asserted-by":"crossref","first-page":"587","DOI":"10.1002\/tcr.201700090","volume":"18","author":"Wu","year":"2018","journal-title":"Chem. Rec."},{"key":"D1CC03013B\/cit8c","doi-asserted-by":"crossref","first-page":"9747","DOI":"10.1039\/C9CC04785A","volume":"55","author":"Wu","year":"2019","journal-title":"Chem. Commun."},{"key":"D1CC03013B\/cit8d","doi-asserted-by":"crossref","first-page":"11124","DOI":"10.1039\/D0SC04542J","volume":"11","author":"Tsui","year":"2020","journal-title":"Chem. Sci."},{"key":"D1CC03013B\/cit9a","doi-asserted-by":"crossref","first-page":"2460","DOI":"10.1021\/ol100472t","volume":"12","author":"Kundu","year":"2010","journal-title":"Org. Lett."},{"key":"D1CC03013B\/cit9b","doi-asserted-by":"crossref","first-page":"15548","DOI":"10.1021\/jacs.7b09388","volume":"139","author":"Fu","year":"2017","journal-title":"J. Am. Chem. Soc."},{"key":"D1CC03013B\/cit9c","doi-asserted-by":"crossref","first-page":"5175","DOI":"10.1021\/acscatal.8b01069","volume":"8","author":"Sauer","year":"2018","journal-title":"ACS Catal."},{"key":"D1CC03013B\/cit9d","doi-asserted-by":"crossref","first-page":"23603","DOI":"10.1002\/anie.202010801","volume":"59","author":"Lian","year":"2020","journal-title":"Angew. Chem., Int. Ed."},{"key":"D1CC03013B\/cit10","doi-asserted-by":"crossref","first-page":"9241","DOI":"10.1021\/acs.orglett.9b03652","volume":"21","author":"Allen","year":"2019","journal-title":"Org. Lett."},{"key":"D1CC03013B\/cit11a","doi-asserted-by":"crossref","first-page":"513","DOI":"10.1246\/bcsj.20200321","volume":"94","author":"Matsumoto","year":"2021","journal-title":"Bull. Chem. Soc. Jpn."},{"key":"D1CC03013B\/cit11b","doi-asserted-by":"crossref","first-page":"2792","DOI":"10.1039\/C9QO00472F","volume":"6","author":"Yang","year":"2019","journal-title":"Org. Chem. Front."},{"key":"D1CC03013B\/cit11c","doi-asserted-by":"crossref","first-page":"7104","DOI":"10.1021\/acs.orglett.9b02675","volume":"21","author":"Gao","year":"2019","journal-title":"Org. Lett."},{"key":"D1CC03013B\/cit11d","doi-asserted-by":"crossref","first-page":"7515","DOI":"10.1021\/acs.joc.0c00250","volume":"85","author":"Chen","year":"2020","journal-title":"J. Org. Chem."},{"key":"D1CC03013B\/cit11e","doi-asserted-by":"crossref","first-page":"2414","DOI":"10.1039\/D0QO00671H","volume":"7","author":"Suo","year":"2020","journal-title":"Org. Chem. Front."},{"key":"D1CC03013B\/cit11f","doi-asserted-by":"crossref","first-page":"10714","DOI":"10.1039\/D0CC04439C","volume":"56","author":"Yang","year":"2020","journal-title":"Chem. Commun."},{"key":"D1CC03013B\/cit11g","doi-asserted-by":"crossref","first-page":"81","DOI":"10.1039\/D0CC07305A","volume":"57","author":"Sakurai","year":"2021","journal-title":"Chem. Commun."},{"key":"D1CC03013B\/cit12a","doi-asserted-by":"crossref","first-page":"2121","DOI":"10.1021\/ja00870a025","volume":"84","author":"Kochi","year":"1962","journal-title":"J. Am. Chem. Soc."},{"key":"D1CC03013B\/cit12b","doi-asserted-by":"crossref","first-page":"3791","DOI":"10.1016\/S0040-4039(00)87708-4","volume":"23","author":"Cekovic","year":"1982","journal-title":"Tetrahedron Lett."},{"key":"D1CC03013B\/cit12c","doi-asserted-by":"crossref","first-page":"2021","DOI":"10.1016\/S0040-4020(01)88972-9","volume":"35","author":"Cekovic","year":"1979","journal-title":"Tetrahedron"},{"key":"D1CC03013B\/cit12d","doi-asserted-by":"crossref","first-page":"3000","DOI":"10.1021\/ja00816a059","volume":"96","author":"Cekovic","year":"1974","journal-title":"J. Am. Chem. Soc."},{"key":"D1CC03013B\/cit13a","doi-asserted-by":"crossref","first-page":"7199","DOI":"10.1021\/jo901377b","volume":"74","author":"Kolarovic","year":"2009","journal-title":"J. Org. Chem."},{"key":"D1CC03013B\/cit13b","doi-asserted-by":"crossref","first-page":"2416","DOI":"10.1039\/C4SC00652F","volume":"5","author":"Faulkner","year":"2014","journal-title":"Chem. Sci."}],"container-title":["Chemical Communications"],"original-title":[],"language":"en","link":[{"URL":"http:\/\/pubs.rsc.org\/en\/content\/articlepdf\/2021\/CC\/D1CC03013B","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,7,1]],"date-time":"2026-07-01T04:44:40Z","timestamp":1782881080000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.rsc.org\/cc\/article\/57\/69\/8652-8655\/717588"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021]]},"references-count":45,"journal-issue":{"issue":"69","published-print":{"date-parts":[[2021,8,26]]}},"URL":"https:\/\/doi.org\/10.1039\/d1cc03013b","relation":{},"ISSN":["1359-7345","1364-548X"],"issn-type":[{"value":"1359-7345","type":"print"},{"value":"1364-548X","type":"electronic"}],"subject":[],"published":{"date-parts":[[2021]]}}}