{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,1]],"date-time":"2026-07-01T04:05:22Z","timestamp":1782878722363,"version":"3.54.5"},"reference-count":55,"publisher":"Royal Society of Chemistry (RSC)","issue":"40","license":[{"start":{"date-parts":[[2022,9,17]],"date-time":"2022-09-17T00:00:00Z","timestamp":1663372800000},"content-version":"am","delay-in-days":624,"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":["22071211"],"award-info":[{"award-number":["22071211"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100004735","name":"Natural Science Foundation ofHunan Province","doi-asserted-by":"publisher","award":["2020JJ3032"],"award-info":[{"award-number":["2020JJ3032"]}],"id":[{"id":"10.13039\/501100004735","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["rsc.org"],"crossmark-restriction":true},"short-container-title":["Org. Biomol. Chem."],"abstract":"<jats:p>A copper-based catalytic system has been developed to enable formal [3 + 1 + 2] annulations of ketoxime acetates, aldehydes, and cyanamides.<\/jats:p>","DOI":"10.1039\/d1ob01582f","type":"journal-article","created":{"date-parts":[[2021,9,17]],"date-time":"2021-09-17T12:21:24Z","timestamp":1631881284000},"page":"8706-8710","update-policy":"https:\/\/doi.org\/10.1039\/rsc_crossmark_policy","source":"Crossref","is-referenced-by-count":12,"title":["Copper-catalyzed three-component formal [3 + 1 + 2] annulations for the synthesis of 2-aminopyrimidines from\n                    <i>O<\/i>\n                    -acyl ketoximes"],"prefix":"10.1039","volume":"19","author":[{"given":"Zhenhua","family":"Xu","sequence":"first","affiliation":[{"name":"Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan 411105, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hongbiao","family":"Chen","sequence":"additional","affiliation":[{"name":"Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan 411105, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2759-0314","authenticated-orcid":false,"given":"Guo-Jun","family":"Deng","sequence":"additional","affiliation":[{"name":"Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan 411105, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7079-1299","authenticated-orcid":false,"given":"Huawen","family":"Huang","sequence":"additional","affiliation":[{"name":"Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan 411105, China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"292","published-online":{"date-parts":[[2021]]},"reference":[{"key":"D1OB01582F\/cit1","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1002\/cbdv.200490173","volume":"2","author":"Lagoja","year":"2005","journal-title":"Chem. Biodiversity"},{"key":"D1OB01582F\/cit2a","doi-asserted-by":"crossref","first-page":"2846","DOI":"10.1021\/jm201758g","volume":"55","author":"Cha","year":"2012","journal-title":"J. Med. Chem."},{"key":"D1OB01582F\/cit2b","doi-asserted-by":"crossref","first-page":"349","DOI":"10.1021\/acs.jmedchem.6b01422","volume":"60","author":"Odell","year":"2017","journal-title":"J. Med. Chem."},{"key":"D1OB01582F\/cit3a","doi-asserted-by":"crossref","first-page":"441","DOI":"10.1016\/j.cclet.2017.08.035","volume":"29","author":"Zhang","year":"2018","journal-title":"Chin. Chem. Lett."},{"key":"D1OB01582F\/cit3b","doi-asserted-by":"crossref","first-page":"635","DOI":"10.1002\/cjoc.201800110","volume":"36","author":"Zhang","year":"2018","journal-title":"Chin. J. Chem."},{"key":"D1OB01582F\/cit3c","doi-asserted-by":"crossref","first-page":"1020","DOI":"10.6023\/cjoc201611042","volume":"37","author":"Dai","year":"2017","journal-title":"Chin. J. Org. Chem."},{"key":"D1OB01582F\/cit4","doi-asserted-by":"crossref","first-page":"2484","DOI":"10.1039\/B206989J","volume":"21","author":"Beauchamp","year":"2002","journal-title":"Chem. Commun."},{"key":"D1OB01582F\/cit5a","doi-asserted-by":"crossref","first-page":"398","DOI":"10.1046\/j.1365-2133.1999.03030.x","volume":"141","author":"Cash","year":"1999","journal-title":"Br. J. Dermatol."},{"key":"D1OB01582F\/cit5b","doi-asserted-by":"crossref","first-page":"1703","DOI":"10.1016\/j.bmcl.2004.01.050","volume":"14","author":"Gompel","year":"2004","journal-title":"Bioorg. Med. Chem. Lett."},{"key":"D1OB01582F\/cit5c","doi-asserted-by":"crossref","first-page":"2355","DOI":"10.1016\/S0040-4020(01)00102-8","volume":"57","author":"Fresneda","year":"2001","journal-title":"Tetrahedron"},{"key":"D1OB01582F\/cit5d","doi-asserted-by":"crossref","first-page":"3987","DOI":"10.1016\/S0040-4020(01)89673-3","volume":"50","author":"Perry","year":"1994","journal-title":"Tetrahedron"},{"key":"D1OB01582F\/cit6a","first-page":"80","volume":"116","author":"De Coen","year":"2016","unstructured":"L. M.De Coen ,  T. S. A.Heugebaert ,  D.Garcia  and  C. V.Stevens ,  Chem. Rev. ,  2016 ,  116 ,  80"},{"key":"D1OB01582F\/cit6b","doi-asserted-by":"crossref","first-page":"15543","DOI":"10.1021\/jacs.6b10433","volume":"138","author":"Mastalir","year":"2016","journal-title":"J. Am. Chem. Soc."},{"key":"D1OB01582F\/cit6c","doi-asserted-by":"crossref","first-page":"594","DOI":"10.1002\/adsc.201901172","volume":"362","author":"Mondal","year":"2020","journal-title":"Adv. Synth. Catal."},{"key":"D1OB01582F\/cit6d","doi-asserted-by":"crossref","first-page":"12804","DOI":"10.1021\/jacs.5b09510","volume":"137","author":"Deibl","year":"2015","journal-title":"J. Am. Chem. Soc."},{"key":"D1OB01582F\/cit6e","doi-asserted-by":"crossref","first-page":"1663","DOI":"10.1002\/anie.201611318","volume":"56","author":"Deibl","year":"2017","journal-title":"Angew. Chem., Int. Ed."},{"key":"D1OB01582F\/cit6f","doi-asserted-by":"crossref","first-page":"152","DOI":"10.1002\/jhet.43","volume":"46","author":"Rong","year":"2009","journal-title":"J. Heterocycl. Chem."},{"key":"D1OB01582F\/cit6g","doi-asserted-by":"crossref","first-page":"18607","DOI":"10.1039\/C5RA24429C","volume":"6","author":"Maurya","year":"2016","journal-title":"RSC Adv."},{"key":"D1OB01582F\/cit6h","doi-asserted-by":"crossref","first-page":"4577","DOI":"10.1039\/D1OB00513H","volume":"19","author":"Dubovtsev","year":"2021","journal-title":"Org. Biomol. Chem."},{"key":"D1OB01582F\/cit7a","doi-asserted-by":"crossref","first-page":"1155","DOI":"10.1039\/C4CS00288A","volume":"44","author":"Huang","year":"2015","journal-title":"Chem. Soc. Rev."},{"key":"D1OB01582F\/cit7b","doi-asserted-by":"crossref","first-page":"1519","DOI":"10.1039\/C5OB02417J","volume":"14","author":"Huang","year":"2016","journal-title":"Org. Biomol. Chem."},{"key":"D1OB01582F\/cit7c","doi-asserted-by":"crossref","first-page":"13039","DOI":"10.1021\/acs.chemrev.7b00264","volume":"117","author":"Bolotin","year":"2017","journal-title":"Chem. Rev."},{"key":"D1OB01582F\/cit8a","doi-asserted-by":"crossref","first-page":"5394","DOI":"10.1021\/ol202290y","volume":"13","author":"Ren","year":"2011","journal-title":"Org. Lett."},{"key":"D1OB01582F\/cit8b","doi-asserted-by":"crossref","first-page":"3756","DOI":"10.1021\/ja312346s","volume":"135","author":"Wei","year":"2013","journal-title":"J. Am. Chem. Soc."},{"key":"D1OB01582F\/cit8c","doi-asserted-by":"crossref","first-page":"84","DOI":"10.1039\/C5CC06958K","volume":"52","author":"Zheng","year":"2016","journal-title":"Chem. Commun."},{"key":"D1OB01582F\/cit8d","doi-asserted-by":"crossref","first-page":"3743","DOI":"10.1021\/acs.orglett.7b01564","volume":"19","author":"Huang","year":"2017","journal-title":"Org. Lett."},{"key":"D1OB01582F\/cit8e","doi-asserted-by":"crossref","first-page":"4179","DOI":"10.1021\/acscatal.9b00832","volume":"9","author":"Zhan","year":"2019","journal-title":"ACS Catal."},{"key":"D1OB01582F\/cit8f","doi-asserted-by":"crossref","first-page":"23755","DOI":"10.1002\/anie.202010752","volume":"59","author":"Du","year":"2020","journal-title":"Angew. Chem."},{"key":"D1OB01582F\/cit8g","doi-asserted-by":"crossref","first-page":"237","DOI":"10.1016\/j.gresc.2021.03.001","volume":"2","author":"Duan","year":"2021","journal-title":"Green Synth. Catal."},{"key":"D1OB01582F\/cit8h","doi-asserted-by":"crossref","first-page":"2532","DOI":"10.1021\/acs.joc.9b03238","volume":"85","author":"Zhang","year":"2020","journal-title":"J. Org. Chem."},{"key":"D1OB01582F\/cit9a","doi-asserted-by":"crossref","first-page":"9597","DOI":"10.1039\/c3cc44896g","volume":"49","author":"Tang","year":"2013","journal-title":"Chem. Commun."},{"key":"D1OB01582F\/cit9b","doi-asserted-by":"crossref","first-page":"112","DOI":"10.1039\/C3GC41800F","volume":"16","author":"Ran","year":"2014","journal-title":"Green Chem."},{"key":"D1OB01582F\/cit9c","doi-asserted-by":"crossref","first-page":"5612","DOI":"10.1021\/acscatal.7b01876","volume":"7","author":"Zhao","year":"2017","journal-title":"ACS Catal."},{"key":"D1OB01582F\/cit9d","doi-asserted-by":"crossref","first-page":"1698","DOI":"10.1039\/C8QO00204E","volume":"5","author":"Xie","year":"2018","journal-title":"Org. Chem. Front."},{"key":"D1OB01582F\/cit9e","doi-asserted-by":"crossref","first-page":"1175","DOI":"10.1002\/cjoc.202000660","volume":"39","author":"Xu","year":"2021","journal-title":"Chin. J. Chem."},{"key":"D1OB01582F\/cit10a","doi-asserted-by":"crossref","first-page":"14793","DOI":"10.1039\/C4CC06747A","volume":"50","author":"Tang","year":"2014","journal-title":"Chem. Commun."},{"key":"D1OB01582F\/cit10b","doi-asserted-by":"crossref","first-page":"1350","DOI":"10.1021\/ol500094w","volume":"16","author":"Wu","year":"2014","journal-title":"Org. Lett."},{"key":"D1OB01582F\/cit10c","doi-asserted-by":"crossref","first-page":"307","DOI":"10.1002\/anie.201508076","volume":"55","author":"Huang","year":"2016","journal-title":"Angew. Chem., Int. Ed."},{"key":"D1OB01582F\/cit10d","doi-asserted-by":"crossref","first-page":"8239","DOI":"10.1021\/acs.orglett.9b02978","volume":"21","author":"Qu","year":"2019","journal-title":"Org. Lett."},{"key":"D1OB01582F\/cit11a","doi-asserted-by":"crossref","first-page":"11461","DOI":"10.1021\/acs.joc.6b02124","volume":"81","author":"Tang","year":"2016","journal-title":"J. Org. Chem."},{"key":"D1OB01582F\/cit11b","doi-asserted-by":"crossref","first-page":"180","DOI":"10.1021\/acs.orglett.5b03188","volume":"18","author":"Tang","year":"2016","journal-title":"Org.\nLett."},{"key":"D1OB01582F\/cit11c","doi-asserted-by":"crossref","first-page":"4917","DOI":"10.1021\/acs.orglett.8b02049","volume":"20","author":"Huang","year":"2018","journal-title":"Org. Lett."},{"key":"D1OB01582F\/cit11d","doi-asserted-by":"crossref","first-page":"3060","DOI":"10.1039\/C9QO00592G","volume":"6","author":"Xu","year":"2019","journal-title":"Org. Chem. Front."},{"key":"D1OB01582F\/cit11e","doi-asserted-by":"crossref","first-page":"7272","DOI":"10.1039\/D1CC02422A","volume":"57","author":"Rong","year":"2021","journal-title":"Chem. Commun."},{"key":"D1OB01582F\/cit12","doi-asserted-by":"crossref","first-page":"3102","DOI":"10.1002\/adsc.201700730","volume":"359","author":"Huang","year":"2017","journal-title":"Adv. Synth. Catal."},{"key":"D1OB01582F\/cit13a","doi-asserted-by":"crossref","first-page":"1364","DOI":"10.1002\/adsc.201701610","volume":"360","author":"Gao","year":"2018","journal-title":"Adv. Synth. Catal."},{"key":"D1OB01582F\/cit13b","doi-asserted-by":"crossref","first-page":"8630","DOI":"10.1021\/acs.orglett.9b03241","volume":"21","author":"Xu","year":"2019","journal-title":"Org. Lett."},{"key":"D1OB01582F\/cit13c","doi-asserted-by":"crossref","first-page":"936","DOI":"10.1021\/acs.orglett.0c04138","volume":"23","author":"Xu","year":"2021","journal-title":"Org. Lett."},{"key":"D1OB01582F\/cit14","doi-asserted-by":"crossref","first-page":"5201","DOI":"10.1039\/C9GC02077B","volume":"21","author":"Chen","year":"2019","journal-title":"Green Chem."},{"key":"D1OB01582F\/cit15","doi-asserted-by":"crossref","first-page":"7121","DOI":"10.1016\/j.tetlet.2014.11.002","volume":"55","author":"Wang","year":"2014","journal-title":"Tetrahedron Lett."},{"key":"D1OB01582F\/cit16a","doi-asserted-by":"crossref","first-page":"6254","DOI":"10.1021\/ol403105p","volume":"15","author":"Huang","year":"2013","journal-title":"Org. Lett."},{"key":"D1OB01582F\/cit16b","doi-asserted-by":"crossref","first-page":"7437","DOI":"10.1039\/c4cc03129f","volume":"50","author":"Du","year":"2014","journal-title":"Chem. Commun."},{"key":"D1OB01582F\/cit16c","doi-asserted-by":"crossref","first-page":"2416","DOI":"10.1039\/C4SC00652F","volume":"5","author":"Faulkner","year":"2014","journal-title":"Chem. Sci."},{"key":"D1OB01582F\/cit16d","doi-asserted-by":"crossref","first-page":"8240","DOI":"10.1002\/anie.201704378","volume":"56","author":"Tan","year":"2017","journal-title":"Angew. Chem., Int. Ed."},{"key":"D1OB01582F\/cit16e","doi-asserted-by":"crossref","first-page":"1623","DOI":"10.6023\/cjoc201902025","volume":"39","author":"Yang","year":"2019","journal-title":"Chin. J. Org. Chem."}],"container-title":["Organic &amp; Biomolecular Chemistry"],"original-title":[],"language":"en","link":[{"URL":"http:\/\/pubs.rsc.org\/en\/content\/articlepdf\/2021\/OB\/D1OB01582F","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,7,1]],"date-time":"2026-07-01T03:25:11Z","timestamp":1782876311000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.rsc.org\/ob\/article\/19\/40\/8706-8710\/738454"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021]]},"references-count":55,"journal-issue":{"issue":"40","published-print":{"date-parts":[[2021,10,20]]}},"URL":"https:\/\/doi.org\/10.1039\/d1ob01582f","relation":{},"ISSN":["1477-0520","1477-0539"],"issn-type":[{"value":"1477-0520","type":"print"},{"value":"1477-0539","type":"electronic"}],"subject":[],"published":{"date-parts":[[2021]]}}}