{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,10]],"date-time":"2026-10-10T16:48:58Z","timestamp":1791650938002,"version":"4.3.4"},"reference-count":72,"publisher":"Wiley","issue":"38","license":[{"start":{"date-parts":[[2025,7,30]],"date-time":"2025-07-30T00:00:00Z","timestamp":1753833600000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"},{"start":{"date-parts":[[2025,7,30]],"date-time":"2025-07-30T00:00:00Z","timestamp":1753833600000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/doi.wiley.com\/10.1002\/tdm_license_1.1"}],"funder":[{"DOI":"10.13039\/100009619","name":"Japan Agency for Medical Research and Development","doi-asserted-by":"publisher","award":["JP25ak0101257"],"award-info":[{"award-number":["JP25ak0101257"]}],"id":[{"id":"10.13039\/100009619","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":[[2025,9,15]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>\n                    Here, we report a synthetic approach for a wide range of unsymmetrical alkylphosphorus(V) compounds, alkyl\u2010P(O)XY (X \u2260 Y) using imidazolium phosphonites as bifunctional reagents. This protocol consists of two sequences, C(sp\n                    <jats:sup>3<\/jats:sup>\n                    )\u2500P bond formation via an organic photoredox\u2010catalyzed decarboxylative alkylation of imidazolium phosphonites with aliphatic carboxylic acid derivatives and P\u2500X (X\u2550O, N, F, and S) bond formation via the S\n                    <jats:sub>N<\/jats:sub>\n                    P(V) reaction. In this process, the imidazolium group facilitates 1) radical addition to the phosphonite reagent by stabilizing the resulting phosphoranyl radical intermediate and 2) the S\n                    <jats:sub>N<\/jats:sub>\n                    P(V) reaction as a good leaving group. This protocol allows the introduction of\n                    <jats:italic>primary<\/jats:italic>\n                    ,\n                    <jats:italic>secondary<\/jats:italic>\n                    and\n                    <jats:italic>tertiary<\/jats:italic>\n                    alkyl substituents and various heteroatom substituents onto P(V) scaffolds.\n                  <\/jats:p>","DOI":"10.1002\/anie.202502803","type":"journal-article","created":{"date-parts":[[2025,7,30]],"date-time":"2025-07-30T07:44:12Z","timestamp":1753861452000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["Photocatalyzed Synthesis of Unsymmetrical Alkylphosphorus(V) Compounds Using Imidazolium Phosphonites"],"prefix":"10.1002","volume":"64","author":[{"given":"Kenji","family":"Ota","sequence":"first","affiliation":[{"name":"Graduate School of Pharmaceutical Sciences Kyoto University, Yoshida  Sakyo\u2010ku Kyoto 606\u20138501 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yuki","family":"Fujiwara","sequence":"additional","affiliation":[{"name":"Graduate School of Pharmaceutical Sciences Kyoto University, Yoshida  Sakyo\u2010ku Kyoto 606\u20138501 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3141-5279","authenticated-orcid":false,"given":"Kazunori","family":"Nagao","sequence":"additional","affiliation":[{"name":"Graduate School of Engineering Kyoto University Kyoto University Katsura  Nishikyo\u2010ku Kyoto 615\u20138510 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1374-1137","authenticated-orcid":false,"given":"Hirohisa","family":"Ohmiya","sequence":"additional","affiliation":[{"name":"Graduate School of Engineering Kyoto University Kyoto University Katsura  Nishikyo\u2010ku Kyoto 615\u20138510 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2025,7,30]]},"reference":[{"key":"e_1_2_6_1_1","doi-asserted-by":"publisher","DOI":"10.1002\/cmdc.201800693"},{"key":"e_1_2_6_2_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.0c00407"},{"key":"e_1_2_6_3_1","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/gkz247"},{"key":"e_1_2_6_4_1","doi-asserted-by":"publisher","DOI":"10.1089\/nat.2021.0064"},{"key":"e_1_2_6_5_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.7b00734"},{"key":"e_1_2_6_6_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chempr.2024.04.008"},{"key":"e_1_2_6_7_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr00044a004"},{"key":"e_1_2_6_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr2002646"},{"key":"e_1_2_6_9_1","doi-asserted-by":"publisher","DOI":"10.2174\/1570179414666161230144455"},{"key":"e_1_2_6_10_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(99)00822-4"},{"key":"e_1_2_6_11_1","doi-asserted-by":"publisher","DOI":"10.1021\/acsmedchemlett.7b00245"},{"key":"e_1_2_6_12_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201802082"},{"key":"e_1_2_6_13_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201806343"},{"key":"e_1_2_6_14_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja505281v"},{"key":"e_1_2_6_15_1","doi-asserted-by":"publisher","DOI":"10.1002\/ajoc.201600512"},{"key":"e_1_2_6_16_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.scib.2019.02.002"},{"key":"e_1_2_6_17_1","doi-asserted-by":"publisher","DOI":"10.1055\/s-0040-1705978"},{"key":"e_1_2_6_18_1","first-page":"9","volume":"1","author":"Liu J.","year":"2021","journal-title":"Chem Synth"},{"key":"e_1_2_6_19_1","doi-asserted-by":"publisher","DOI":"10.1039\/D4QO00933A"},{"key":"e_1_2_6_20_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.aac.2024.07.005"},{"key":"e_1_2_6_21_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.0c01923"},{"key":"e_1_2_6_22_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00792a027"},{"key":"e_1_2_6_23_1","doi-asserted-by":"publisher","DOI":"10.1021\/ar00076a004"},{"key":"e_1_2_6_24_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.3c06524"},{"key":"e_1_2_6_25_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.4c00557"},{"key":"e_1_2_6_26_1","doi-asserted-by":"publisher","DOI":"10.31635\/ccschem.023.202303282"},{"key":"e_1_2_6_27_1","author":"Wang J.","year":"2024","journal-title":"Angew. Chem. Int. Ed."},{"key":"e_1_2_6_28_1","doi-asserted-by":"publisher","DOI":"10.1039\/D4QO00863D"},{"key":"e_1_2_6_29_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(00)94261-8"},{"key":"e_1_2_6_30_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00058a082"},{"key":"e_1_2_6_31_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4020(98)00729-7"},{"key":"e_1_2_6_32_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202210334"},{"key":"e_1_2_6_33_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202203398"},{"key":"e_1_2_6_34_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202316764"},{"key":"e_1_2_6_35_1","doi-asserted-by":"publisher","DOI":"10.31635\/ccschem.024.202404368"},{"key":"e_1_2_6_36_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202500744"},{"key":"e_1_2_6_37_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja058783h"},{"key":"e_1_2_6_38_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200701650"},{"key":"e_1_2_6_39_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol200483p"},{"key":"e_1_2_6_40_1","doi-asserted-by":"publisher","DOI":"10.1021\/om300846u"},{"key":"e_1_2_6_41_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.9b03366"},{"key":"e_1_2_6_42_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202310764"},{"key":"e_1_2_6_43_1","doi-asserted-by":"publisher","DOI":"10.1039\/D4CC04750H"},{"key":"e_1_2_6_44_1","doi-asserted-by":"publisher","DOI":"10.1039\/D3QO02121A"},{"key":"e_1_2_6_45_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.3c05655"},{"key":"e_1_2_6_46_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202421163"},{"key":"e_1_2_6_47_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.2c02454"},{"key":"e_1_2_6_48_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chempr.2023.03.016"},{"key":"e_1_2_6_49_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.202207063"},{"key":"e_1_2_6_50_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-023-42639-y"},{"key":"e_1_2_6_51_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.3c04621"},{"key":"e_1_2_6_52_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201402375"},{"key":"e_1_2_6_53_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.accounts.6b00262"},{"key":"e_1_2_6_54_1","doi-asserted-by":"publisher","DOI":"10.1039\/c3sc51174j"},{"key":"e_1_2_6_55_1","doi-asserted-by":"publisher","DOI":"10.2139\/ssrn.5006210"},{"key":"e_1_2_6_56_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja00024a074"},{"key":"e_1_2_6_57_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(00)60869-9"},{"key":"e_1_2_6_58_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201104046"},{"key":"e_1_2_6_59_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b08933"},{"key":"e_1_2_6_60_1","doi-asserted-by":"publisher","DOI":"10.1021\/cm051312"},{"key":"e_1_2_6_61_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.9b12335"},{"key":"e_1_2_6_62_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.1c00211"},{"key":"e_1_2_6_63_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.1c01745"},{"key":"e_1_2_6_64_1","doi-asserted-by":"publisher","DOI":"10.1002\/cctc.202100803"},{"key":"e_1_2_6_65_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2022.154231"},{"key":"e_1_2_6_66_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41467-022-30395-4"},{"key":"e_1_2_6_67_1","doi-asserted-by":"publisher","DOI":"10.1246\/cl.220472"},{"key":"e_1_2_6_68_1","unstructured":"Deposition number 2417872 (for3da) contain the supplementary crystallographic data for this paper. This data is provided free of charge by the joint Cambridge Crystallographic Data Centre and Fachinformationszentrum Karlsruhe Access Structures service."},{"key":"e_1_2_6_69_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm200587f"},{"key":"e_1_2_6_70_1","doi-asserted-by":"publisher","DOI":"10.1126\/science.abp8488"},{"key":"e_1_2_6_71_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chempr.2023.05.013"},{"key":"e_1_2_6_72_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr300503r"}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202502803","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/anie.202502803","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202502803","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,10,10]],"date-time":"2026-10-10T15:50:19Z","timestamp":1791647419000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.202502803"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025,7,30]]},"references-count":72,"journal-issue":{"issue":"38","published-print":{"date-parts":[[2025,9,15]]}},"alternative-id":["10.1002\/anie.202502803"],"URL":"https:\/\/doi.org\/10.1002\/anie.202502803","archive":["Portico"],"relation":{},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025,7,30]]},"assertion":[{"value":"2025-02-03","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-07-22","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2025-07-30","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202502803"}}