{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,6]],"date-time":"2026-10-06T15:51:07Z","timestamp":1791301867709,"version":"4.1.0"},"reference-count":43,"publisher":"Royal Society of Chemistry (RSC)","issue":"78","license":[{"start":{"date-parts":[[2027,8,31]],"date-time":"2027-08-31T00:00:00Z","timestamp":1819670400000},"content-version":"am","delay-in-days":607,"URL":"http:\/\/rsc.li\/journals-terms-of-use"}],"funder":[{"DOI":"10.13039\/501100001843","name":"Science and Engineering Research Board","doi-asserted-by":"publisher","award":["ANRF\/PAIR\/2025\/000029\/PAIR"],"award-info":[{"award-number":["ANRF\/PAIR\/2025\/000029\/PAIR"]}],"id":[{"id":"10.13039\/501100001843","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001843","name":"Science and Engineering Research Board","doi-asserted-by":"publisher","award":["CRG\/2021\/007938; (CSIR) (02)0356\/19\/EMR-II"],"award-info":[{"award-number":["CRG\/2021\/007938; (CSIR) (02)0356\/19\/EMR-II"]}],"id":[{"id":"10.13039\/501100001843","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100001409","name":"Department of Science and Technology, Ministry of Science and Technology, India","doi-asserted-by":"publisher","award":["SR\/FST\/CS-1\/2020\/154"],"award-info":[{"award-number":["SR\/FST\/CS-1\/2020\/154"]}],"id":[{"id":"10.13039\/501100001409","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["rsc.org"],"crossmark-restriction":true},"short-container-title":["Chem. Commun."],"abstract":"<jats:p>\n                    Herein, we disclose a skeletal remodelling strategy for direct synthesis of 5-aminopyrimidines from azirine-2\n                    <jats:italic>H<\/jats:italic>\n                    -carbaldehydes and amidines under ambient conditions, delivering up to 97% yield, gram-scale synthesis, and downstream functionalization.\n                  <\/jats:p>","DOI":"10.1039\/d6cc04958c","type":"journal-article","created":{"date-parts":[[2026,8,31]],"date-time":"2026-08-31T06:23:41Z","timestamp":1788157421000},"page":"19593-19597","update-policy":"https:\/\/doi.org\/10.1039\/rsc_crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["5-Amino pyrimidine synthesis\n                    <i>via<\/i>\n                    azirine skeletal remodelling"],"prefix":"10.1039","volume":"62","author":[{"ORCID":"https:\/\/orcid.org\/0009-0008-2407-1328","authenticated-orcid":false,"given":"Anjali","family":"Chaturvedi","sequence":"first","affiliation":[{"name":"Department of Chemistry, Central University of Punjab, Bathinda, 151401, India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0004-4389-7820","authenticated-orcid":false,"given":"Vishal","family":"Sharma","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Central University of Punjab, Bathinda, 151401, India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4242-5421","authenticated-orcid":false,"given":"Virender","family":"Singh","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Central University of Punjab, Bathinda, 151401, India"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"292","published-online":{"date-parts":[[2026]]},"reference":[{"key":"D6CC04958C\/cit1a\/1","doi-asserted-by":"crossref","first-page":"10257","DOI":"10.1021\/jm501100b","volume":"57","author":"Vitaku","year":"2014","journal-title":"J. Med. Chem."},{"key":"D6CC04958C\/cit1b\/1","doi-asserted-by":"crossref","first-page":"44247","DOI":"10.1039\/D0RA09198G","volume":"10","author":"Heravi","year":"2020","journal-title":"RSC Adv."},{"key":"D6CC04958C\/cit2a\/1","doi-asserted-by":"crossref","first-page":"1611","DOI":"10.1021\/cr9002159","volume":"110","author":"Guillena","year":"2010","journal-title":"Chem. Rev."},{"key":"D6CC04958C\/cit2b\/1","volume-title":"Chemistry of Natural Products","author":"Bhat","year":"2005","unstructured":"S. V.Bhat ,  B. A.Nagasampagi  and  M.Sivakumar ,  Chemistry of Natural Products ,  Springer ,  Berlin ,  2005"},{"key":"D6CC04958C\/cit3a\/1","doi-asserted-by":"crossref","first-page":"1130","DOI":"10.1039\/C6OB02334G","volume":"15","author":"Akula","year":"2017","journal-title":"Org. Biomol. Chem."},{"key":"D6CC04958C\/cit3b\/1","doi-asserted-by":"crossref","first-page":"1875","DOI":"10.1002\/cmdc.202000378","volume":"15","author":"Zhuang","year":"2020","journal-title":"ChemMedChem"},{"key":"D6CC04958C\/cit3c\/1","doi-asserted-by":"crossref","first-page":"116019","DOI":"10.1016\/j.bmc.2021.116019","volume":"33","author":"Kuriwaki","year":"2021","journal-title":"Bioorg. Med. Chem."},{"key":"D6CC04958C\/cit3d\/1","doi-asserted-by":"crossref","first-page":"114","DOI":"10.30574\/gscarr.2024.20.1.0248","volume":"20","author":"Abdullahi","year":"2024","journal-title":"GSC Adv. Res. Rev."},{"key":"D6CC04958C\/cit3e\/1","doi-asserted-by":"crossref","first-page":"1081","DOI":"10.1002\/jhet.4593","volume":"60","author":"Vyas","year":"2023","journal-title":"J. Heterocycl. Chem."},{"key":"D6CC04958C\/cit4a\/1","doi-asserted-by":"crossref","first-page":"201","DOI":"10.1038\/s41392-021-00572-w","volume":"6","author":"Yu","year":"2021","journal-title":"Signal Transduction Targeted Ther."},{"key":"D6CC04958C\/cit4b\/1","doi-asserted-by":"crossref","first-page":"107059","DOI":"10.1016\/j.phrs.2024.107059","volume":"200","author":"Roskoski","year":"2024","journal-title":"Pharmacol. Res."},{"key":"D6CC04958C\/cit4c\/1","doi-asserted-by":"crossref","first-page":"5589","DOI":"10.1002\/cam4.1771","volume":"7","author":"Ryu","year":"2018","journal-title":"Cancer Med."},{"key":"D6CC04958C\/cit4d\/1","doi-asserted-by":"crossref","first-page":"2195","DOI":"10.1056\/NEJMoa0807646","volume":"359","author":"Ridker","year":"2008","journal-title":"N. Engl. J. Med."},{"key":"D6CC04958C\/cit5a\/1","doi-asserted-by":"crossref","first-page":"134626","DOI":"10.1016\/j.tet.2025.134626","volume":"179","author":"Sorhie","year":"2025","journal-title":"Tetrahedron"},{"key":"D6CC04958C\/cit5b\/1","doi-asserted-by":"crossref","first-page":"180","DOI":"10.3390\/catal13010180","volume":"13","author":"D\u00edaz-Fern\u00e1ndez","year":"2023","journal-title":"Catalysts"},{"key":"D6CC04958C\/cit5c\/1","doi-asserted-by":"crossref","first-page":"863","DOI":"10.1080\/00397911.2025.2487080","volume":"55","author":"Martis","year":"2025","journal-title":"Synth. Commun."},{"key":"D6CC04958C\/cit5d\/1","doi-asserted-by":"crossref","first-page":"818","DOI":"10.1111\/cbdd.14001","volume":"100","author":"Nadar","year":"2022","journal-title":"Chem. Biol. Drug Des."},{"key":"D6CC04958C\/cit5e\/1","doi-asserted-by":"crossref","first-page":"6060","DOI":"10.1039\/D0RA10657G","volume":"11","author":"Rashid","year":"2021","journal-title":"RSC Adv."},{"key":"D6CC04958C\/cit5f\/1","doi-asserted-by":"crossref","first-page":"1258","DOI":"10.3390\/ph17101258","volume":"17","author":"Venugopala","year":"2024","journal-title":"Pharmaceuticals"},{"key":"D6CC04958C\/cit6a\/1","first-page":"e202504694","volume":"10","author":"Sharma","year":"2025","journal-title":"ChemistrySelect"},{"key":"D6CC04958C\/cit6b\/1","doi-asserted-by":"crossref","first-page":"e70407","DOI":"10.1002\/asia.70407","author":"Sharma","year":"2025","journal-title":"Chem. \u2013 Asian J."},{"key":"D6CC04958C\/cit6c\/1","doi-asserted-by":"crossref","first-page":"4477","DOI":"10.1039\/D6OB00123H","volume":"24","author":"Chaturvedi","year":"2026","journal-title":"Org. Biomol. Chem."},{"key":"D6CC04958C\/cit7a\/1","doi-asserted-by":"crossref","first-page":"275","DOI":"10.2174\/1570179043366729","volume":"1","author":"Pinho e Melo","year":"2004","journal-title":"Curr. Org. Synth."},{"key":"D6CC04958C\/cit7b\/1","doi-asserted-by":"crossref","first-page":"4098","DOI":"10.3390\/molecules14104098","volume":"14","author":"Lemos","year":"2009","journal-title":"Molecules"},{"key":"D6CC04958C\/cit7c\/1","first-page":"1","volume":"99","author":"Padwa","year":"2010","journal-title":"Chem"},{"key":"D6CC04958C\/cit7d\/1","doi-asserted-by":"crossref","first-page":"3363","DOI":"10.1016\/j.tet.2013.02.020","volume":"69","author":"Khlebnikov","year":"2013","journal-title":"Tetrahedron"},{"key":"D6CC04958C\/cit7e\/1","doi-asserted-by":"crossref","first-page":"2555","DOI":"10.1016\/j.tet.2019.03.040","volume":"75","author":"Khlebnikov","year":"2019","journal-title":"Tetrahedron"},{"key":"D6CC04958C\/cit7f\/1","doi-asserted-by":"crossref","first-page":"422","DOI":"10.1002\/jhet.4415","volume":"59","author":"De","year":"2022","journal-title":"J. Heterocycl. Chem."},{"key":"D6CC04958C\/cit7g\/1","doi-asserted-by":"crossref","first-page":"e202301292","DOI":"10.1002\/ejoc.202301292","author":"Xu","year":"2024","journal-title":"Eur. J. Org. Chem."},{"key":"D6CC04958C\/cit7h\/1","doi-asserted-by":"crossref","first-page":"142148","DOI":"10.1016\/j.molstruc.2025.142148","volume":"1339","author":"Farivar","year":"2025","journal-title":"J. Mol. Struct."},{"key":"D6CC04958C\/cit8\/1","doi-asserted-by":"crossref","first-page":"3978","DOI":"10.1021\/acs.orglett.3c01434","volume":"25","author":"Zhao","year":"2023","journal-title":"Org. Lett."},{"key":"D6CC04958C\/cit9\/1","doi-asserted-by":"crossref","first-page":"12519","DOI":"10.1021\/acs.joc.3c01248","volume":"88","author":"Saeifard","year":"2023","journal-title":"J. Org. Chem."},{"key":"D6CC04958C\/cit10\/1","doi-asserted-by":"crossref","first-page":"1692","DOI":"10.1021\/acs.joc.3c02378","volume":"89","author":"Zhang","year":"2024","journal-title":"J. Org. Chem."},{"key":"D6CC04958C\/cit11\/1","doi-asserted-by":"crossref","first-page":"3006","DOI":"10.1039\/D2QO00341D","volume":"9","author":"Sun","year":"2022","journal-title":"Org. Chem. Front."},{"key":"D6CC04958C\/cit12\/1","doi-asserted-by":"crossref","first-page":"8641","DOI":"10.1021\/acs.joc.4c00598","volume":"89","author":"Zanakhov","year":"2024","journal-title":"J. Org. Chem."},{"key":"D6CC04958C\/cit13\/1","doi-asserted-by":"crossref","first-page":"8730","DOI":"10.1021\/acs.orglett.6c02418","volume":"28","author":"Lyakhov","year":"2026","journal-title":"Org. Lett."},{"key":"D6CC04958C\/cit14a\/1","doi-asserted-by":"crossref","first-page":"2509","DOI":"10.1002\/adsc.201700234","volume":"359","author":"Jalani","year":"2017","journal-title":"Adv. Synth. Catal."},{"key":"D6CC04958C\/cit14b\/1","year":"2025","unstructured":"Organic Materials (Suzhou) Co., Ltd. and Jiangsu Nata Opto-electronic Material Co., Ltd., Preparation of 5-chloro-2,4-diphenylpyrimidine, Chinese Patent CN119569659 A,  2025"},{"key":"D6CC04958C\/cit15a\/1","doi-asserted-by":"crossref","first-page":"29","DOI":"10.1016\/S0040-4039(01)82128-6","volume":"15","author":"Padwa","year":"1974","journal-title":"Tetrahedron Lett."},{"key":"D6CC04958C\/cit15b\/1","doi-asserted-by":"crossref","first-page":"4682","DOI":"10.1021\/ja00849a034","volume":"97","author":"Padwa","year":"1975","journal-title":"J. Am. Chem. Soc."},{"key":"D6CC04958C\/cit15c\/1","first-page":"21","volume":"5","author":"Padwa","year":"2005","journal-title":"ARKIVOC"},{"key":"D6CC04958C\/cit15d\/1","doi-asserted-by":"crossref","first-page":"49","DOI":"10.1055\/s-2003-36255","author":"Alajar\u00edn","year":"2003","journal-title":"Synthesis"},{"key":"D6CC04958C\/cit15e\/1","doi-asserted-by":"crossref","first-page":"311","DOI":"10.1002\/jhet.5570450203","volume":"45","author":"Brahma","year":"2008","journal-title":"J. Heterocycl. Chem."}],"container-title":["Chemical Communications"],"original-title":[],"language":"en","link":[{"URL":"http:\/\/pubs.rsc.org\/CC\/article-pdf\/doi\/10.1039\/D6CC04958C\/0\/D6CC04958C.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,10,6]],"date-time":"2026-10-06T14:52:22Z","timestamp":1791298342000},"score":1,"resource":{"primary":{"URL":"http:\/\/pubs.rsc.org\/CC\/article-lookup\/doi\/10.1039\/D6CC04958C"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026]]},"references-count":43,"journal-issue":{"issue":"78","published-print":{"date-parts":[[2026,10,6]]}},"URL":"https:\/\/doi.org\/10.1039\/d6cc04958c","relation":{},"ISSN":["1359-7345","1364-548X"],"issn-type":[{"value":"1359-7345","type":"print"},{"value":"1364-548X","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026]]}}}