{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,6]],"date-time":"2026-10-06T18:09:28Z","timestamp":1791310168193,"version":"4.3.1"},"reference-count":117,"publisher":"Wiley","issue":"39","license":[{"start":{"date-parts":[[2016,9,7]],"date-time":"2016-09-07T00:00:00Z","timestamp":1473206400000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"crossref","award":["21372046"],"award-info":[{"award-number":["21372046"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"crossref"}]},{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"crossref","award":["21532001"],"award-info":[{"award-number":["21532001"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"crossref"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Angew Chem Int Ed"],"published-print":{"date-parts":[[2016,9,19]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>A catalyst\u2010free approach for the generation of sulfonyl radicals from aryldiazonium tetrafluoroborates in the presence of DABCO\u22c5(SO<jats:sub>2<\/jats:sub>)<jats:sub>2<\/jats:sub> is realized. The combination of aryldiazonium tetrafluoroborates, DABCO\u22c5(SO<jats:sub>2<\/jats:sub>)<jats:sub>2<\/jats:sub>, and aryl propiolates affords 3\u2010sulfonated coumarins in good to excellent yields. This tandem reaction process involves radical addition, spirocyclization, and 1,2\u2010migration of esters. Additionally, the in situ diazotization of a number of anilines allows the directional synthesis of desired 3\u2010sulfonated coumarins in a one\u2010pot, two\u2010step process.<\/jats:p>","DOI":"10.1002\/anie.201607292","type":"journal-article","created":{"date-parts":[[2016,9,7]],"date-time":"2016-09-07T17:55:45Z","timestamp":1473270945000},"page":"11925-11929","source":"Crossref","is-referenced-by-count":343,"title":["Generation of Sulfonyl Radicals from Aryldiazonium Tetrafluoroborates and Sulfur Dioxide: The Synthesis of 3\u2010Sulfonated Coumarins"],"prefix":"10.1002","volume":"55","author":[{"given":"Danqing","family":"Zheng","sequence":"first","affiliation":[{"name":"Department of Chemistry Fudan University  220 Handan Road Shanghai 200433 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jiyao","family":"Yu","sequence":"additional","affiliation":[{"name":"Department of Chemistry Center for Diagnostics and Therapeutics Georgia State University  Atlanta GA- 30302 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jie","family":"Wu","sequence":"additional","affiliation":[{"name":"Department of Chemistry Fudan University  220 Handan Road Shanghai 200433 China"},{"name":"State Key Laboratory of Organometallic Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences  345 Lingling Road Shanghai 200032 China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2016,9,7]]},"reference":[{"key":"e_1_2_2_1_1","unstructured":"\u00a0"},{"key":"e_1_2_2_2_2","doi-asserted-by":"publisher","DOI":"10.1021\/jm100398z"},{"key":"e_1_2_2_3_2","first-page":"72","volume":"11","author":"Smith D. A.","year":"2008","journal-title":"Curr. Opin. Drug Discovery Dev."},{"key":"e_1_2_2_4_2","doi-asserted-by":"publisher","DOI":"10.3389\/fpls.2012.00245"},{"key":"e_1_2_2_5_1","unstructured":"\u00a0"},{"key":"e_1_2_2_6_2","unstructured":"M. Bartholow Top 200 Drugs of 2011. Pharmacy Times.http:\/\/www.pharmacytimes.com\/publications\/issue\/2012\/July2012\/Top-200-Drugs-of-2011 accessed on July 18 2016;"},{"key":"e_1_2_2_7_2","unstructured":"For a list of topdrugs by year see:http:\/\/njardarson.lab.arizona.edu\/content\/top-pharmaceuticals-poster accessed on July 18 2016;"},{"key":"e_1_2_2_8_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.287.5460.1960"},{"key":"e_1_2_2_9_1","first-page":"179","volume-title":"Encyclopedia of Polymer Science and Technology","author":"El-Hibri M. J.","year":"2014"},{"key":"e_1_2_2_10_1","unstructured":"\u00a0"},{"key":"e_1_2_2_11_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0035-1560444"},{"key":"e_1_2_2_12_2","volume-title":"Sulfones in Organic Synthesis","author":"Simpkins N. S.","year":"1993"},{"key":"e_1_2_2_13_2","first-page":"5966","volume":"6","author":"Fang Y.","year":"2016","journal-title":"RSC Adv."},{"key":"e_1_2_2_14_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4OB01727G"},{"key":"e_1_2_2_15_1","unstructured":"\u00a0"},{"key":"e_1_2_2_16_2","doi-asserted-by":"publisher","DOI":"10.1002\/9783527618293.ch49"},{"key":"e_1_2_2_17_1","unstructured":"For recent reviews see:"},{"key":"e_1_2_2_18_2","first-page":"1393","author":"Liu N.-W.","year":"2016","journal-title":"Synthesis"},{"key":"e_1_2_2_19_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2015.04.117"},{"key":"e_1_2_2_20_2","doi-asserted-by":"publisher","DOI":"10.1039\/C6RA10731A"},{"key":"e_1_2_2_21_1","unstructured":"\u00a0"},{"key":"e_1_2_2_22_2","doi-asserted-by":"publisher","DOI":"10.1039\/jr9640004962"},{"key":"e_1_2_2_23_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja01562a056"},{"key":"e_1_2_2_24_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo01029a002"},{"key":"e_1_2_2_25_2","doi-asserted-by":"publisher","DOI":"10.1021\/om900075h"},{"key":"e_1_2_2_26_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(00)76646-9"},{"key":"e_1_2_2_27_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(00)96226-9"},{"key":"e_1_2_2_28_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2008.09.096"},{"key":"e_1_2_2_29_1","unstructured":"For selected examples see:"},{"key":"e_1_2_2_30_2","doi-asserted-by":"publisher","DOI":"10.1055\/s-0030-1260544"},{"key":"e_1_2_2_31_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2014.01.071"},{"key":"e_1_2_2_32_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201500142"},{"key":"e_1_2_2_33_2","doi-asserted-by":"publisher","DOI":"10.1039\/C3RA47863G"},{"key":"e_1_2_2_34_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4GC00542B"},{"key":"e_1_2_2_35_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo4024478"},{"key":"e_1_2_2_36_1","unstructured":"For selected examples see:"},{"key":"e_1_2_2_37_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4GC00231H"},{"key":"e_1_2_2_38_2","doi-asserted-by":"publisher","DOI":"10.1002\/asia.201500498"},{"key":"e_1_2_2_39_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201301634"},{"key":"e_1_2_2_39_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201301634"},{"key":"e_1_2_2_40_2","doi-asserted-by":"publisher","DOI":"10.1039\/C5SC00807G"},{"key":"e_1_2_2_41_2","doi-asserted-by":"publisher","DOI":"10.1039\/C5CC00878F"},{"key":"e_1_2_2_42_1","unstructured":"For selected examples see:"},{"key":"e_1_2_2_43_2","doi-asserted-by":"publisher","DOI":"10.1039\/c0ob01119c"},{"key":"e_1_2_2_44_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201402815"},{"key":"e_1_2_2_45_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4CC00644E"},{"key":"e_1_2_2_46_2","doi-asserted-by":"publisher","DOI":"10.1039\/C5RA07065A"},{"key":"e_1_2_2_47_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2013.03.117"},{"key":"e_1_2_2_48_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.5b00558"},{"key":"e_1_2_2_49_2","doi-asserted-by":"publisher","DOI":"10.1039\/c3cc45803b"},{"key":"e_1_2_2_50_2","doi-asserted-by":"publisher","DOI":"10.1039\/c2cc36960e"},{"key":"e_1_2_2_51_1","unstructured":"For reviews:"},{"key":"e_1_2_2_52_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4OB02139H"},{"key":"e_1_2_2_53_2","doi-asserted-by":"publisher","DOI":"10.1039\/c3ob40997j"},{"key":"e_1_2_2_54_2","first-page":"2701","author":"Deeming A. S.","year":"2014","journal-title":"Synthesis"},{"key":"e_1_2_2_55_1","unstructured":"\u00a0"},{"key":"e_1_2_2_56_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja1081124"},{"key":"e_1_2_2_57_2","doi-asserted-by":"publisher","DOI":"10.1039\/c2ob07034k"},{"key":"e_1_2_2_58_2","first-page":"1595","author":"Martial L.","year":"2013","journal-title":"Synlett"},{"key":"e_1_2_2_59_2","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201402212"},{"key":"e_1_2_2_60_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4CC03481C"},{"key":"e_1_2_2_61_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol5018849"},{"key":"e_1_2_2_62_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201409283"},{"key":"e_1_2_2_62_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201409283"},{"key":"e_1_2_2_63_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.5b00015"},{"key":"e_1_2_2_64_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol403122a"},{"key":"e_1_2_2_65_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol4031233"},{"key":"e_1_2_2_66_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201305369"},{"key":"e_1_2_2_66_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201305369"},{"key":"e_1_2_2_67_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201404527"},{"key":"e_1_2_2_67_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201404527"},{"key":"e_1_2_2_68_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol403072r"},{"key":"e_1_2_2_69_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201400037"},{"key":"e_1_2_2_69_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201400037"},{"key":"e_1_2_2_70_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201505918"},{"key":"e_1_2_2_70_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201505918"},{"key":"e_1_2_2_71_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201508370"},{"key":"e_1_2_2_71_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201508370"},{"key":"e_1_2_2_72_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.5b03545"},{"key":"e_1_2_2_73_2","doi-asserted-by":"publisher","DOI":"10.1039\/C5CC09830K"},{"key":"e_1_2_2_74_1","unstructured":"\u00a0"},{"key":"e_1_2_2_75_2","doi-asserted-by":"publisher","DOI":"10.1039\/c2cc33725h"},{"key":"e_1_2_2_76_2","doi-asserted-by":"publisher","DOI":"10.1039\/c2cc34957d"},{"key":"e_1_2_2_77_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201309851"},{"key":"e_1_2_2_77_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201309851"},{"key":"e_1_2_2_78_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201400334"},{"key":"e_1_2_2_79_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4CC05401F"},{"key":"e_1_2_2_80_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4CC07938H"},{"key":"e_1_2_2_81_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4CC03032J"},{"key":"e_1_2_2_82_2","doi-asserted-by":"publisher","DOI":"10.1039\/C5OB01765C"},{"key":"e_1_2_2_83_2","doi-asserted-by":"publisher","DOI":"10.1039\/C5QO00399G"},{"key":"e_1_2_2_84_2","doi-asserted-by":"publisher","DOI":"10.1039\/C6QO00060F"},{"key":"e_1_2_2_85_2","doi-asserted-by":"publisher","DOI":"10.1039\/C6QO00070C"},{"key":"e_1_2_2_86_2","doi-asserted-by":"publisher","DOI":"10.1039\/C6QO00163G"},{"key":"e_1_2_2_87_2","doi-asserted-by":"publisher","DOI":"10.1039\/C6QO00099A"},{"key":"e_1_2_2_88_1","unstructured":"\u00a0"},{"key":"e_1_2_2_89_2","doi-asserted-by":"publisher","DOI":"10.1002\/cber.19570900602"},{"key":"e_1_2_2_90_2","doi-asserted-by":"publisher","DOI":"10.1021\/jo01080a612"},{"key":"e_1_2_2_91_2","first-page":"508","volume":"7","author":"Hoffman R. V.","year":"1990","journal-title":"Org. Synth."},{"key":"e_1_2_2_92_1","unstructured":"\u00a0"},{"key":"e_1_2_2_93_2","doi-asserted-by":"publisher","DOI":"10.2174\/0929867043363721"},{"key":"e_1_2_2_94_2","doi-asserted-by":"publisher","DOI":"10.1002\/med.10034"},{"key":"e_1_2_2_95_2","doi-asserted-by":"publisher","DOI":"10.2174\/0929867053507315"},{"key":"e_1_2_2_96_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja961107i"},{"key":"e_1_2_2_97_2","doi-asserted-by":"publisher","DOI":"10.1080\/00397911.2014.926374"},{"key":"e_1_2_2_98_1","unstructured":"For selected examples see:"},{"key":"e_1_2_2_99_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4CC08117J"},{"key":"e_1_2_2_100_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol5013839"},{"key":"e_1_2_2_101_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol501939m"},{"key":"e_1_2_2_102_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.5b00305"},{"key":"e_1_2_2_103_1","doi-asserted-by":"publisher","DOI":"10.1039\/C5QO00029G"},{"key":"e_1_2_2_104_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2015.11.018"},{"key":"e_1_2_2_105_1","unstructured":"CCDC\u20051495543(3\u2009u) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge fromThe Cambridge Crystallographic Data Centre."},{"key":"e_1_2_2_106_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo00088a051"},{"key":"e_1_2_2_107_1","unstructured":"\u00a0"},{"key":"e_1_2_2_108_2","doi-asserted-by":"publisher","DOI":"10.1039\/C5CC03580E"},{"key":"e_1_2_2_109_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.5b03431"}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fanie.201607292","content-type":"unspecified","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.201607292","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/anie.201607292","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.201607292","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,8,24]],"date-time":"2023-08-24T01:03:49Z","timestamp":1692839029000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.201607292"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2016,9,7]]},"references-count":117,"journal-issue":{"issue":"39","published-print":{"date-parts":[[2016,9,19]]}},"alternative-id":["10.1002\/anie.201607292"],"URL":"https:\/\/doi.org\/10.1002\/anie.201607292","archive":["Portico"],"relation":{},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2016,9,7]]}}}