{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,29]],"date-time":"2026-09-29T14:34:13Z","timestamp":1790692453851,"version":"4.1.0"},"reference-count":69,"publisher":"Wiley","issue":"40","license":[{"start":{"date-parts":[[2019,5,16]],"date-time":"2019-05-16T00:00:00Z","timestamp":1557964800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/100011199","name":"FP7 Ideas: European Research Council","doi-asserted-by":"publisher","award":["Starting Grant 334840"],"award-info":[{"award-number":["Starting Grant 334840"]}],"id":[{"id":"10.13039\/100011199","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chemistry A European J"],"published-print":{"date-parts":[[2019,7,17]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Ethynylbenziodoxol(on)e (EBX) cyclic hypervalent iodine reagents are now established reagents for the alkynylation of radicals and nucleophiles, yet they present limited possibilities for further structure and reactivity modification. Herein, the first synthesis is reported for the corresponding ethynylbenziodazolone (EBZ) reagents, in which the oxygen atom in the iodoheterocycle is replaced by a nitrogen atom. The substituent on the nitrogen enables further fine\u2010tuning of the reagent structure and reactivity. EBZ reagents are obtained easily from the corresponding benzamides by using a one\u2010step procedure, and display reactivity comparable to that of EBX reagents. In particular, they are applied in an asymmetric copper\u2010catalyzed oxyalkynylation of diazo compounds, which proceeds in high yield and enantioselectivity for a broad range of substituents on the diazo compounds and the alkyne.<\/jats:p>","DOI":"10.1002\/chem.201900950","type":"journal-article","created":{"date-parts":[[2019,4,8]],"date-time":"2019-04-08T08:31:29Z","timestamp":1554712289000},"page":"9522-9528","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":45,"title":["Ethynylbenziodazolones (EBZ) as Electrophilic Alkynylation Reagents for the Highly Enantioselective Copper\u2010Catalyzed Oxyalkynylation of Diazo Compounds"],"prefix":"10.1002","volume":"25","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-0734-8427","authenticated-orcid":false,"given":"Durga Prasad","family":"Hari","sequence":"first","affiliation":[{"name":"Laboratory of Catalysis and Organic Synthesis Ecole Polytechnique F\u00e9d\u00e9rale de Lausanne  EPFL SB ISIC LCSO, BCH 4306 1015 Lausanne Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lionel","family":"Schouwey","sequence":"additional","affiliation":[{"name":"Laboratory of Catalysis and Organic Synthesis Ecole Polytechnique F\u00e9d\u00e9rale de Lausanne  EPFL SB ISIC LCSO, BCH 4306 1015 Lausanne Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Verity","family":"Barber","sequence":"additional","affiliation":[{"name":"Laboratory of Catalysis and Organic Synthesis Ecole Polytechnique F\u00e9d\u00e9rale de Lausanne  EPFL SB ISIC LCSO, BCH 4306 1015 Lausanne Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Rosario","family":"Scopelliti","sequence":"additional","affiliation":[{"name":"Institute of Chemical Sciences and Engineering Ecole Polytechnique F\u00e9d\u00e9rale de Lausanne, EPFL SB ISIC GE, BCH 2111  1015 Lausanne Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Farzaneh","family":"Fadaei\u2010Tirani","sequence":"additional","affiliation":[{"name":"Institute of Chemical Sciences and Engineering Ecole Polytechnique F\u00e9d\u00e9rale de Lausanne, EPFL SB ISIC GE, BCH 2111  1015 Lausanne Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4570-914X","authenticated-orcid":false,"given":"Jerome","family":"Waser","sequence":"additional","affiliation":[{"name":"Laboratory of Catalysis and Organic Synthesis Ecole Polytechnique F\u00e9d\u00e9rale de Lausanne  EPFL SB ISIC LCSO, BCH 4306 1015 Lausanne Switzerland"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2019,5,16]]},"reference":[{"key":"e_1_2_6_1_1","doi-asserted-by":"publisher","DOI":"10.1002\/9783527677894"},{"key":"e_1_2_6_2_1","volume-title":"Acetylene Chemistry: Chemistry, Biology and Material Science","author":"Diederich F.","year":"2005"},{"key":"e_1_2_6_3_1","doi-asserted-by":"publisher","DOI":"10.1039\/c2cs35034c"},{"key":"e_1_2_6_4_1","unstructured":"Selected references:"},{"key":"e_1_2_6_5_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200905419"},{"key":"e_1_2_6_5_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.200905419"},{"key":"e_1_2_6_6_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol9027286"},{"key":"e_1_2_6_7_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201001539"},{"key":"e_1_2_6_8_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja4044196"},{"key":"e_1_2_6_9_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201505111"},{"key":"e_1_2_6_9_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201505111"},{"key":"e_1_2_6_10_1","unstructured":"Reviews:"},{"key":"e_1_2_6_11_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201503405"},{"key":"e_1_2_6_11_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201503405"},{"key":"e_1_2_6_12_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201509073"},{"key":"e_1_2_6_12_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201509073"},{"key":"e_1_2_6_13_2","unstructured":"D.\u2005P. 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