{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,17]],"date-time":"2026-10-17T17:47:44Z","timestamp":1792259264736,"version":"4.4.0"},"reference-count":45,"publisher":"Wiley","issue":"7","license":[{"start":{"date-parts":[[2026,1,5]],"date-time":"2026-01-05T00:00:00Z","timestamp":1767571200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc-nd\/4.0\/"},{"start":{"date-parts":[[2026,1,5]],"date-time":"2026-01-05T00:00:00Z","timestamp":1767571200000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"funder":[{"DOI":"10.13039\/100020595","name":"National Science and Technology Council","doi-asserted-by":"publisher","award":["114\u20132628\u2010M\u2010110\u2013002"],"award-info":[{"award-number":["114\u20132628\u2010M\u2010110\u2013002"]}],"id":[{"id":"10.13039\/100020595","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100020595","name":"National Science and Technology Council","doi-asserted-by":"publisher","award":["114\u20132113\u2010M\u2010110\u2013013"],"award-info":[{"award-number":["114\u20132113\u2010M\u2010110\u2013013"]}],"id":[{"id":"10.13039\/100020595","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100020595","name":"National Science and Technology Council","doi-asserted-by":"publisher","award":["114\u20132113\u2010M\u2010037\u2013022"],"award-info":[{"award-number":["114\u20132113\u2010M\u2010037\u2013022"]}],"id":[{"id":"10.13039\/100020595","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100004565","name":"Kementerian Pendidikan","doi-asserted-by":"publisher","award":["MOE\u2010114\u2010YSFMS\u20100009\u2013001\u2010P2"],"award-info":[{"award-number":["MOE\u2010114\u2010YSFMS\u20100009\u2013001\u2010P2"]}],"id":[{"id":"10.13039\/501100004565","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Angew Chem Int Ed"],"published-print":{"date-parts":[[2026,2,9]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    Despite the high demands for azetidines as privileged motifs in medicinal chemistry, efficient synthesis platforms that enable the rapid preparation of diversely decorated azetidines remain limited. Although the\n                    <jats:italic>bis<\/jats:italic>\n                    \u2010functionalization of highly strained 1\u2010azabicyclobutane (ABB) has been one of the most viable, modular, and versatile methods for the synthesis of structurally diverse azetidines, the catalytic installation of aliphatic pendants to ABB remains underexplored. In this work, we report the multicomponent synthesis of the elusive all\u2010carbon quaternary azetidines from ABBs through the radical addition of azetidines to various\n                    <jats:italic>\u03b1,\u03b2<\/jats:italic>\n                    \u2010unsaturated esters, amides, ketones, a 1,3\u2010enyne, and a vinylphosphonate ester. The reaction is facilitated by a bromide\/nickel dual\u2010catalyzed polar\u2010radical relay strategy, enabling the radical difunctionalization of\n                    <jats:italic>\u03b1,\u03b2<\/jats:italic>\n                    \u2010unsaturated carbonyl compounds via sequential ring\u2010strain\u2010release azetidinylation and Suzuki\u2010type arylation or alkenylation. Variation in the individual components enabled the synthesis of &gt;60 azetidine derivatives, including modifications of selected biorelevant molecules. The functional group interconversion of representative azetidine derivatives illustrates the method's potential to produce unprecedented spirocyclic azetidine hybrids, which may be useful for exploring uncharted areas of chemical space in drug design. Additionally, a diastereoselective synthesis using Evans\u2019 oxazolidinone enabled the preparation of an enantiopure azetidine, potentially useful as a platform for library preparation of stereochemically diverse azetidines.\n                  <\/jats:p>","DOI":"10.1002\/anie.202522817","type":"journal-article","created":{"date-parts":[[2026,1,6]],"date-time":"2026-01-06T05:00:56Z","timestamp":1767675656000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":8,"title":["Strain\u2010Release Diversification of 1\u2010Azabicyclobutanes via Bromide\/Nickel Relay Catalyzed 1,3\u2010\n                    <i>Bis<\/i>\n                    \u2010Carbofunctionalization"],"prefix":"10.1002","volume":"65","author":[{"given":"Yi\u2010Hua","family":"Lee","sequence":"first","affiliation":[{"name":"Department of Chemistry National Sun Yat\u2010sen University  Kaohsiung 80424 Taiwan ROC"},{"name":"International PhD Program for Science (IPPS) National Sun Yat\u2010sen University  Kaohsiung 80424 Taiwan ROC"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Che\u2010Ming","family":"Hsu","sequence":"additional","affiliation":[{"name":"Department of Chemistry National Sun Yat\u2010sen University  Kaohsiung 80424 Taiwan ROC"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1086-450X","authenticated-orcid":false,"given":"Shinje","family":"Mi\u00f1oza","sequence":"additional","affiliation":[{"name":"Department of Chemistry National Sun Yat\u2010sen University  Kaohsiung 80424 Taiwan ROC"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ya\u2010Fang","family":"Shih","sequence":"additional","affiliation":[{"name":"Department of Chemistry National Sun Yat\u2010sen University  Kaohsiung 80424 Taiwan ROC"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yu\u2010Chun","family":"Ding","sequence":"additional","affiliation":[{"name":"Department of Chemistry National Sun Yat\u2010sen University  Kaohsiung 80424 Taiwan ROC"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tzu\u2010Yao","family":"Hsu","sequence":"additional","affiliation":[{"name":"Department of Chemistry National Sun Yat\u2010sen University  Kaohsiung 80424 Taiwan ROC"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Song\u2010Ting","family":"Chen","sequence":"additional","affiliation":[{"name":"Department of Chemistry National Sun Yat\u2010sen University  Kaohsiung 80424 Taiwan ROC"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kuei\u2010Chen","family":"Chang","sequence":"additional","affiliation":[{"name":"Department of Chemistry National Sun Yat\u2010sen University  Kaohsiung 80424 Taiwan ROC"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Wen\u2010Hsuan","family":"Lee","sequence":"additional","affiliation":[{"name":"Department of Chemistry National Sun Yat\u2010sen University  Kaohsiung 80424 Taiwan ROC"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yuya A.","family":"Lin","sequence":"additional","affiliation":[{"name":"Department of Chemistry National Sun Yat\u2010sen University  Kaohsiung 80424 Taiwan ROC"},{"name":"Department of Applied and Medicinal Chemistry Kaohsiung Medical University  Kaohsiung 80708 Taiwan ROC"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7825-2425","authenticated-orcid":false,"given":"Hsuan\u2010Hung","family":"Liao","sequence":"additional","affiliation":[{"name":"Department of Chemistry National Sun Yat\u2010sen University  Kaohsiung 80424 Taiwan ROC"},{"name":"Department of Applied and Medicinal Chemistry Kaohsiung Medical University  Kaohsiung 80708 Taiwan ROC"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2026,1,5]]},"reference":[{"key":"e_1_2_8_1_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.202200575"},{"key":"e_1_2_8_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/S1359\u20106446(00)01517\u20108"},{"key":"e_1_2_8_3_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200300626"},{"key":"e_1_2_8_4_1","doi-asserted-by":"publisher","DOI":"10.1038\/ncomms1081"},{"key":"e_1_2_8_5_1","doi-asserted-by":"publisher","DOI":"10.1021\/ci025599w"},{"key":"e_1_2_8_6_1","doi-asserted-by":"publisher","DOI":"10.1002\/ardp.202100062"},{"key":"e_1_2_8_7_1","doi-asserted-by":"publisher","DOI":"10.1039\/D0MD00370K"},{"key":"e_1_2_8_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrestox.6b00043"},{"key":"e_1_2_8_9_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b07319"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo300974j"},{"key":"e_1_2_8_11_1","doi-asserted-by":"publisher","DOI":"10.1039\/D0OB01251C"},{"key":"e_1_2_8_12_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202300008"},{"key":"e_1_2_8_13_1","doi-asserted-by":"publisher","DOI":"10.1515\/pac\u20102019\u20101007"},{"key":"e_1_2_8_14_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202418850"},{"key":"e_1_2_8_15_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202311583"},{"key":"e_1_2_8_16_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202304471"},{"key":"e_1_2_8_17_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202100583"},{"key":"e_1_2_8_18_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202102754"},{"key":"e_1_2_8_19_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202114235"},{"key":"e_1_2_8_20_1","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.202400781"},{"key":"e_1_2_8_21_1","doi-asserted-by":"publisher","DOI":"10.3987\/COM\u201008\u2010S(F)31"},{"key":"e_1_2_8_22_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202410207"},{"key":"e_1_2_8_23_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5c09500"},{"key":"e_1_2_8_24_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5c07227"},{"key":"e_1_2_8_25_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5c01944"},{"key":"e_1_2_8_26_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41929\u2010024\u201001206\u20104"},{"key":"e_1_2_8_27_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5c10954"},{"key":"e_1_2_8_28_1","doi-asserted-by":"publisher","DOI":"10.26434\/chemrxiv\u20102025\u20106dfrf"},{"key":"e_1_2_8_29_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.aad6252"},{"key":"e_1_2_8_30_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.6b13229"},{"key":"e_1_2_8_31_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467\u2010025\u201063680\u2010z"},{"key":"e_1_2_8_32_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0040\u20104039(99)00603\u20106"},{"key":"e_1_2_8_33_1","doi-asserted-by":"publisher","DOI":"10.1248\/cpb.56.346"},{"key":"e_1_2_8_34_1","doi-asserted-by":"publisher","DOI":"10.1080\/00397919808004953"},{"key":"e_1_2_8_35_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b01513"},{"key":"e_1_2_8_36_1","doi-asserted-by":"publisher","DOI":"10.24820\/ark.5550190.p010.549"},{"key":"e_1_2_8_37_1","doi-asserted-by":"publisher","DOI":"10.1039\/D1CC07053C"},{"key":"e_1_2_8_38_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.9b00321"},{"key":"e_1_2_8_39_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202214049"},{"key":"e_1_2_8_40_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202517231"},{"key":"e_1_2_8_41_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202519586"},{"key":"e_1_2_8_42_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.4c03577"},{"key":"e_1_2_8_43_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202201112"},{"key":"e_1_2_8_44_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.3c06710"},{"key":"e_1_2_8_45_1","doi-asserted-by":"publisher","DOI":"10.1039\/D5CC00232J"}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202522817","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/anie.202522817","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202522817","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,10,17]],"date-time":"2026-10-17T17:11:56Z","timestamp":1792257116000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.202522817"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,1,5]]},"references-count":45,"journal-issue":{"issue":"7","published-print":{"date-parts":[[2026,2,9]]}},"alternative-id":["10.1002\/anie.202522817"],"URL":"https:\/\/doi.org\/10.1002\/anie.202522817","archive":["Portico"],"relation":{},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,1,5]]},"assertion":[{"value":"2025-10-17","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-12-29","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2026-01-05","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e22817"}}