{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,27]],"date-time":"2026-07-27T21:32:03Z","timestamp":1785187923214,"version":"3.55.0"},"reference-count":49,"publisher":"Wiley","issue":"29","license":[{"start":{"date-parts":[[2025,5,6]],"date-time":"2025-05-06T00:00:00Z","timestamp":1746489600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100003725","name":"National Research Foundation of Korea","doi-asserted-by":"publisher","award":["NRF\u20102021R1A2C3010552"],"award-info":[{"award-number":["NRF\u20102021R1A2C3010552"]}],"id":[{"id":"10.13039\/501100003725","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100004080","name":"Korea Drug Development Fund","doi-asserted-by":"publisher","award":["RS\u20102023\u201300259634"],"award-info":[{"award-number":["RS\u20102023\u201300259634"]}],"id":[{"id":"10.13039\/501100004080","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":[[2025,7,14]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    We report a new oxidative nitrogen insertion into cyclic ketones using readily available diazonium salts. In the case of indanones, the reaction is promoted by auto\u2010catalytically generated Br\u00f8nsted acid and proceeds via sequential \u03b1\u2010diazenylation and ring expansion through an N\u2010iminoaziridinium intermediate. For less \u03b1\u2010acidic ketones, a complementary strategy employing silyl enol ethers was developed: catalyzed by HNTf\n                    <jats:sub>2<\/jats:sub>\n                    , efficient nitrogen insertion occurred into silyl enol ethers derived from a broad range of four\u2010 to seven\u2010membered cyclic ketones. The resulting N\u2010aminoamides exhibit broad synthetic utility in various downstream transformations. Notably, a ring expansion, followed by N\u2500N bond cleavage offers a powerful tool for skeletal editing, converting indanones into isoquinolinones, as demonstrated by the scaffold modification of donepezil.\n                  <\/jats:p>","DOI":"10.1002\/anie.202505341","type":"journal-article","created":{"date-parts":[[2025,4,29]],"date-time":"2025-04-29T22:29:50Z","timestamp":1745965790000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":12,"title":["N\u2010Insertion of Diazonium Salts Into Ketone Derivatives"],"prefix":"10.1002","volume":"64","author":[{"given":"Mohammed Anif","family":"Pasha","sequence":"first","affiliation":[{"name":"Department of Chemistry and Research Institute for Convergence of Basic Science Hanyang University  Seoul 04763 South Korea"},{"name":"Syngene International Ltd. Biocon Park SEZ  Bommasandra Industrial Area \u2013 Phase IV, Jigani Link Road Bangalore Karnataka 560 099 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jiwon","family":"Jang","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Research Institute for Convergence of Basic Science Hanyang University  Seoul 04763 South Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Youngjin","family":"Bae","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Research Institute for Convergence of Basic Science Hanyang University  Seoul 04763 South Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Seunghoon","family":"Shin","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Research Institute for Convergence of Basic Science Hanyang University  Seoul 04763 South Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2025,5,6]]},"reference":[{"key":"e_1_2_5_1_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.0c01030"},{"key":"e_1_2_5_2_1","doi-asserted-by":"publisher","DOI":"10.1039\/c3ob27366k"},{"key":"e_1_2_5_3_1","doi-asserted-by":"publisher","DOI":"10.1002\/cber.18840170219"},{"key":"e_1_2_5_4_1","doi-asserted-by":"publisher","DOI":"10.1002\/cber.19270600539"},{"key":"e_1_2_5_5_1","doi-asserted-by":"publisher","DOI":"10.1002\/prac.19391520705"},{"key":"e_1_2_5_6_1","doi-asserted-by":"publisher","DOI":"10.1002\/cber.18960290198"},{"key":"e_1_2_5_7_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja01675a026"},{"key":"e_1_2_5_8_1","doi-asserted-by":"publisher","DOI":"10.1246\/cl.1977.159"},{"key":"e_1_2_5_9_1","doi-asserted-by":"publisher","DOI":"10.1016\/0040-4039(96)00699-5"},{"key":"e_1_2_5_10_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201000472"},{"key":"e_1_2_5_11_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja208068w"},{"key":"e_1_2_5_12_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja212099r"},{"key":"e_1_2_5_13_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200905824"},{"key":"e_1_2_5_14_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2009.09.102"},{"key":"e_1_2_5_15_1","doi-asserted-by":"publisher","DOI":"10.1039\/D2RA04934A"},{"key":"e_1_2_5_16_1","doi-asserted-by":"publisher","DOI":"10.1002\/cber.188702002165"},{"key":"e_1_2_5_17_1","doi-asserted-by":"publisher","DOI":"10.1039\/C39850001309"},{"key":"e_1_2_5_18_1","doi-asserted-by":"publisher","DOI":"10.1080\/00397918008061819"},{"key":"e_1_2_5_19_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.8b03069"},{"key":"e_1_2_5_20_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo00348a033"},{"key":"e_1_2_5_21_1","first-page":"173","volume":"2","author":"H\u00f6fling S. B.","year":"2011","journal-title":"Synthesis"},{"key":"e_1_2_5_22_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.5b03143"},{"key":"e_1_2_5_23_1","doi-asserted-by":"publisher","DOI":"10.1038\/s44160-022-00052-1"},{"key":"e_1_2_5_24_1","doi-asserted-by":"publisher","DOI":"10.1002\/hlca.202200182"},{"key":"e_1_2_5_25_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.4c01841"},{"key":"e_1_2_5_26_1","doi-asserted-by":"publisher","DOI":"10.1002\/bkcs.12652"},{"key":"e_1_2_5_27_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.add1383"},{"key":"e_1_2_5_28_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.2c08464"},{"key":"e_1_2_5_29_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.adj5331"},{"key":"e_1_2_5_30_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.3c14467"},{"key":"e_1_2_5_31_1","doi-asserted-by":"publisher","DOI":"10.1039\/D2SC06952K"},{"key":"e_1_2_5_32_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.2c10570"},{"key":"e_1_2_5_33_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-022-28099-w"},{"key":"e_1_2_5_34_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202213041"},{"key":"e_1_2_5_35_1","doi-asserted-by":"publisher","DOI":"10.1002\/cber.188601901222"},{"key":"e_1_2_5_36_1","doi-asserted-by":"publisher","DOI":"10.1002\/cber.19240570423"},{"key":"e_1_2_5_37_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(01)80691-2"},{"key":"e_1_2_5_38_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol9018198"},{"key":"e_1_2_5_39_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(01)87417-7"},{"key":"e_1_2_5_40_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9GC02085C"},{"key":"e_1_2_5_41_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(01)81765-2"},{"key":"e_1_2_5_42_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.1c01235"},{"key":"e_1_2_5_43_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202408230"},{"key":"e_1_2_5_44_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.4c07111"},{"key":"e_1_2_5_45_1","unstructured":"The X\u2010ray crystallographic analysis of3aa(CCDC2428433). This can be obtained free of charge from The Cambridge Crystallographic Data Center viawww.ccdc.cam.ac.uk\/data_request\/cif. Accessed December 22 2022."},{"key":"e_1_2_5_46_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja047620a"},{"key":"e_1_2_5_47_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.8b02006"},{"key":"e_1_2_5_48_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201205343"},{"key":"e_1_2_5_49_1","doi-asserted-by":"publisher","DOI":"10.1023\/A:1011958810129"}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202505341","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,11,29]],"date-time":"2025-11-29T18:18:35Z","timestamp":1764440315000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.202505341"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,5,6]]},"references-count":49,"journal-issue":{"issue":"29","published-print":{"date-parts":[[2025,7,14]]}},"alternative-id":["10.1002\/anie.202505341"],"URL":"https:\/\/doi.org\/10.1002\/anie.202505341","archive":["Portico"],"relation":{},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,5,6]]},"assertion":[{"value":"2025-03-06","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-04-29","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-05-06","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202505341"}}