{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,11,4]],"date-time":"2025-11-04T10:59:40Z","timestamp":1762253980248,"version":"build-2065373602"},"reference-count":67,"publisher":"MDPI AG","issue":"22","license":[{"start":{"date-parts":[[2021,11,11]],"date-time":"2021-11-11T00:00:00Z","timestamp":1636588800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100004504","name":"Lietuvos Mokslo Taryba","doi-asserted-by":"publisher","award":["SDS-2010-022"],"award-info":[{"award-number":["SDS-2010-022"]}],"id":[{"id":"10.13039\/501100004504","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Cu-catalyzed N-arylation is a useful tool for the chemical modification of aromatic heterocycles. Herein, an efficient carbon\u2013nitrogen cross-coupling of methyl 3-amino-1-benzothiophene-2-carboxylate with a range of (hetero)aryl iodides using CuI, l-proline and Cs2CO3 in dioxane at moderate temperature is described. The procedure is an extremely general, relatively cheap, and experimentally simple way to afford the N-substituted products in moderate to high yields. The structures of the new heterocyclic compounds were confirmed by NMR spectroscopy and HRMS investigation.<\/jats:p>","DOI":"10.3390\/molecules26226822","type":"journal-article","created":{"date-parts":[[2021,11,11]],"date-time":"2021-11-11T23:04:46Z","timestamp":1636671886000},"page":"6822","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":4,"title":["Mild Copper-Catalyzed, l-Proline-Promoted Cross-Coupling of Methyl 3-Amino-1-benzothiophene-2-carboxylate"],"prefix":"10.3390","volume":"26","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-7184-6615","authenticated-orcid":false,"given":"Vilija","family":"Kederien\u0117","sequence":"first","affiliation":[{"name":"Department of Organic Chemistry, Kaunas University of Technology, Radvil\u0117n\u0173 pl. 19, LT-50254 Kaunas, Lithuania"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Indr\u0117","family":"Jaglinskait\u0117","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry, Kaunas University of Technology, Radvil\u0117n\u0173 pl. 19, LT-50254 Kaunas, Lithuania"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Paulina","family":"Voznikait\u0117","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry, Kaunas University of Technology, Radvil\u0117n\u0173 pl. 19, LT-50254 Kaunas, Lithuania"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5215-9588","authenticated-orcid":false,"given":"Jolanta","family":"Rousseau","sequence":"additional","affiliation":[{"name":"Univ. Artois, CNRS, Centrale Lille, Univ. Lille, UMR 8181\u2014UCCS\u2014Unit\u00e9 de Catalyse et Chimie du Solide, F-62300 Lens, France"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5951-9614","authenticated-orcid":false,"given":"Patrick","family":"Rollin","sequence":"additional","affiliation":[{"name":"Institut de Chimie Organique et Analytique (ICOA), Universit\u00e9 d\u2019Orl\u00e9ans et CNRS, UMR 7311, BP 6759, F-45067 Orl\u00e9ans, France"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Algirdas","family":"\u0160a\u010dkus","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry, Kaunas University of Technology, Radvil\u0117n\u0173 pl. 19, LT-50254 Kaunas, Lithuania"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Arnaud","family":"Tatibou\u00ebt","sequence":"additional","affiliation":[{"name":"Institut de Chimie Organique et Analytique (ICOA), Universit\u00e9 d\u2019Orl\u00e9ans et CNRS, UMR 7311, BP 6759, F-45067 Orl\u00e9ans, France"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2021,11,11]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"2256","DOI":"10.2174\/1385272824999200820151545","article-title":"Recent Progress in the Synthesis of Benzo[b]Thiophene","volume":"24","author":"Duc","year":"2020","journal-title":"Curr. 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