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The arylation of unsubstituted 1<jats:italic>H<\/jats:italic>\u2010indole using Barton's conditions gave a low yield of the C3\u2010arylated indole, along with small amounts of the product of double C2\/C3\u2010arylation and traces of the product of C2 arylation. On the contrary, the arylation of indoles blocked at the C2 position is highly efficient, affording the desired products of C3\u2010arylation in good to excellent yields. The reaction operates under simple conditions, shows good substrate scope, excellent functional group compatibility, and allows the transfer of electron\u2010neutral or deficient aryl groups. Computational studies propose a mechanism involving a trifluoroacetate\u2010assisted C\u2212H activation step.<\/jats:p>","DOI":"10.1002\/cplu.202200465","type":"journal-article","created":{"date-parts":[[2023,2,27]],"date-time":"2023-02-27T02:24:12Z","timestamp":1677464652000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["On the Barton Copper\u2010Catalyzed C3\u2010Arylation of Indoles using Triarylbismuth bis(trifluoroacetate) Reagents"],"prefix":"10.1002","volume":"88","author":[{"given":"Ahmed","family":"Fnaiche","sequence":"first","affiliation":[{"name":"D\u00e9partement de chimie Universit\u00e9 du Qu\u00e9bec \u00e0 Montr\u00e9al  C.P. 8888, Succursale Centre-Ville H3C\u20093P8 Montr\u00e9al Qu\u00e9bec Canada"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Bianca","family":"Bueno","sequence":"additional","affiliation":[{"name":"D\u00e9partement de chimie Universit\u00e9 du Qu\u00e9bec \u00e0 Montr\u00e9al  C.P. 8888, Succursale Centre-Ville H3C\u20093P8 Montr\u00e9al Qu\u00e9bec Canada"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4924-2890","authenticated-orcid":false,"given":"Claire L.","family":"McMullin","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Bath  Claverton Down Bath BA2\u20097AY UK"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0242-0936","authenticated-orcid":false,"given":"Alexandre","family":"Gagnon","sequence":"additional","affiliation":[{"name":"D\u00e9partement de chimie Universit\u00e9 du Qu\u00e9bec \u00e0 Montr\u00e9al  C.P. 8888, Succursale Centre-Ville H3C\u20093P8 Montr\u00e9al Qu\u00e9bec Canada"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2023,3,15]]},"reference":[{"key":"e_1_2_8_1_1","unstructured":"\u00a0"},{"key":"e_1_2_8_2_2","doi-asserted-by":"publisher","DOI":"10.3389\/fimmu.2022.903526"},{"key":"e_1_2_8_3_2","doi-asserted-by":"publisher","DOI":"10.2174\/1570159X14666161228122115"},{"key":"e_1_2_8_4_1","unstructured":"\u00a0"},{"key":"e_1_2_8_5_2","doi-asserted-by":"publisher","DOI":"10.1039\/C7RA10716A"},{"key":"e_1_2_8_6_2","doi-asserted-by":"publisher","DOI":"10.1039\/C7SC01248A"},{"key":"e_1_2_8_7_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.lfs.2005.09.007"},{"key":"e_1_2_8_8_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jnatprod.7b00390"},{"key":"e_1_2_8_9_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41429-020-0333-2"},{"key":"e_1_2_8_10_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.cbpa.2010.02.018"},{"key":"e_1_2_8_11_1","unstructured":"\u00a0"},{"key":"e_1_2_8_12_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2017.04.003"},{"key":"e_1_2_8_13_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2019.07.019"},{"key":"e_1_2_8_14_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2019.111691"},{"key":"e_1_2_8_15_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejps.2016.05.025"},{"key":"e_1_2_8_16_2","doi-asserted-by":"publisher","DOI":"10.1002\/cbic.201800768"},{"key":"e_1_2_8_17_1","unstructured":"\u00a0"},{"key":"e_1_2_8_18_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.bioorg.2019.103021"},{"key":"e_1_2_8_19_2","doi-asserted-by":"publisher","DOI":"10.3390\/molecules18066620"},{"key":"e_1_2_8_20_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr020033s"},{"key":"e_1_2_8_21_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm501100b"},{"key":"e_1_2_8_22_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm4017625"},{"key":"e_1_2_8_23_1","unstructured":"\u00a0"},{"key":"e_1_2_8_24_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr0505270"},{"key":"e_1_2_8_25_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr040639b"},{"key":"e_1_2_8_26_2","doi-asserted-by":"publisher","DOI":"10.2174\/138527210793358277"},{"key":"e_1_2_8_27_2","doi-asserted-by":"publisher","DOI":"10.1070\/RCR4844"},{"key":"e_1_2_8_28_2","first-page":"1426","volume":"97","author":"Ahmed A.","year":"2020","journal-title":"J. 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