{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,8,21]],"date-time":"2026-08-21T11:59:24Z","timestamp":1787313564193,"version":"build-2736575974"},"reference-count":40,"publisher":"American Chemical Society (ACS)","issue":"25","license":[{"start":{"date-parts":[[2022,6,23]],"date-time":"2022-06-23T00:00:00Z","timestamp":1655942400000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2022,6,23]],"date-time":"2022-06-23T00:00:00Z","timestamp":1655942400000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2022,6,23]],"date-time":"2022-06-23T00:00:00Z","timestamp":1655942400000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2022,7,1]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>4-Aryl-3-thiocyanatobutan-2-ones were prepared by Meerwein reactions from methyl vinyl ketone and aryldiazonium salts under copper\u00ad(II) catalysis in 35\u201375% yields. \u03b1-Thiocyanato ketones regioselectively react with 1-methyl-3-aminopyrazole forming N-(3-pyrazolyl)-substituted 2-aminothiazoles in 80\u201391% yields. An ester group in position 3 of the pyrazole induced a regioselective ring-closure reaction followed by an intramolecular cyclization, which gave first representatives of a new heterocyclic system, pyrazolo\u00ad[4,3-e]\u00adthiazolo\u00ad[3,2-a]\u00adpyrimidine, in 74\u201393% yields. In addition, the preparations of 5-benzyl-4-methylthiazol-2-ones in 84\u201393% yields are described.<\/jats:p>","DOI":"10.1021\/acs.orglett.2c01677","type":"journal-article","created":{"date-parts":[[2022,6,23]],"date-time":"2022-06-23T07:42:51Z","timestamp":1655970171000},"page":"4575-4579","source":"Crossref","is-referenced-by-count":14,"title":["Thiocyanatoarylation of Methyl Vinyl Ketone under\nMeerwein Conditions for the Synthesis of 2\u2011Aminothiazole-Based\nHeterocyclic Systems"],"prefix":"10.1021","volume":"24","author":[{"ORCID":"https:\/\/orcid.org\/0000-0001-7335-211X","authenticated-orcid":true,"given":"Yurii V.","family":"Ostapiuk","sequence":"first","affiliation":[{"name":"Ivan Franko National University of Lviv , , Kyryla i Mefodiya Str. 6 , ,","place":["Lviv, Ukraine, 79005"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9085-6392","authenticated-orcid":true,"given":"Oksana V.","family":"Barabash","sequence":"additional","affiliation":[{"name":"Ivan Franko National University of Lviv , , Kyryla i Mefodiya Str. 6 , ,","place":["Lviv, Ukraine, 79005"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0247-2189","authenticated-orcid":true,"given":"Mary Y.","family":"Ostapiuk","sequence":"additional","affiliation":[{"name":"Ivan Franko National University of Lviv , , Kyryla i Mefodiya Str. 6 , ,","place":["Lviv, Ukraine, 79005"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4675-2190","authenticated-orcid":true,"given":"Evgeny","family":"Goreshnik","sequence":"additional","affiliation":[{"name":"Jozef Stefan Institute , , Jamova 39 , ,","place":["Ljubljana, Slovenia, SI-1000"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8146-9529","authenticated-orcid":true,"given":"Mykola D.","family":"Obushak","sequence":"additional","affiliation":[{"name":"Ivan Franko National University of Lviv , , Kyryla i Mefodiya Str. 6 , ,","place":["Lviv, Ukraine, 79005"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6160-6108","authenticated-orcid":true,"given":"Andreas","family":"Schmidt","sequence":"additional","affiliation":[{"name":"Clausthal University of Technology , , Leibnizstrasse 6 , ,","place":["Clausthal-Zellerfeld, Germany, D-38678"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2022,6,23]]},"reference":[{"key":"2026081712172425900_cit1","doi-asserted-by":"publisher","first-page":"771","DOI":"10.1007\/s00044-020-02686-2","article-title":"Development and therapeutic potential of 2-aminothiazole\nderivatives in anticancer drug discovery","volume":"30","author":"Alizadeh","year":"2021","journal-title":"Med.\nChem. 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Ber."},{"issue":"4","key":"2026081712172425900_cit24","first-page":"463","article-title":"Substituierte\n2-Amino-thiazole aus \u03b1-Thiocyanato-acetophenonen und Dialkylaminen","volume":"331","author":"Teller","year":"1990","journal-title":"J. Prakt. Chemie."},{"issue":"11","key":"2026081712172425900_cit25","doi-asserted-by":"publisher","first-page":"1597","DOI":"10.1055\/s-0035-1561586","article-title":"Recent advances in Meerwein arylation chemistry","volume":"48","author":"Kindt","year":"2016","journal-title":"Synthesis"},{"issue":"10","key":"2026081712172425900_cit26","doi-asserted-by":"publisher","first-page":"5741","DOI":"10.1021\/acs.chemrev.0c01030","article-title":"Recent development of aryl diazonium\nchemistry for the derivatization of aromatic compounds","volume":"121","author":"Mo","year":"2021","journal-title":"Chem. Rev."},{"issue":"5","key":"2026081712172425900_cit27","doi-asserted-by":"publisher","first-page":"1437","DOI":"10.1080\/10426500701242103","article-title":"Utilization\nof methyl 3-aryl-2-thiocyanatopropanoates in the synthesis of 2-(4-morpholinyl)-\nand 2-(piperazinyl)-5-(benzyl)\u00adthiazol-4-ones","volume":"182","author":"Obushak","year":"2007","journal-title":"Phosphorus Sulfur Silicon Relat. Elem"},{"key":"2026081712172425900_cit28","doi-asserted-by":"publisher","first-page":"7842","DOI":"10.1002\/ejoc.201901512","article-title":"2-Bromo-2-chloro-3-arylpropanenitriles\nas C-3 synthons\nfor the synthesis of functionalized 3-aminothiophenes","volume":"48","author":"Batsyts","year":"2019","journal-title":"Eur. J. Org. 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Chem."},{"issue":"3","key":"2026081712172425900_cit37","doi-asserted-by":"publisher","first-page":"1053","DOI":"10.1021\/jo00029a060","article-title":"Regioselective \u03b1-methoxycarbonylsulfenylation\nof ketones and aldehydes: a versatile method for preparation of thiazolones,\nthiadiazinones, and 3-indolethiols","volume":"57","author":"Sanemitsu","year":"1992","journal-title":"J. Org.\nChem."},{"issue":"13","key":"2026081712172425900_cit38","doi-asserted-by":"publisher","first-page":"4619","DOI":"10.1021\/jm200310q","article-title":"Structure-based design of novel boronic\nacid-based inhibitors of autotaxin","volume":"54","author":"Albers","year":"2011","journal-title":"J. Med.\nChem."},{"key":"2026081712172425900_cit39","doi-asserted-by":"publisher","first-page":"3085","DOI":"10.1039\/P19880003085","article-title":"Synthesis of thyroid hormone analogues. Part 1. Preparation\nof 3\u2032heteroarylmethyl-3,5-di-iodo-L-thyronines via phenol\u2013dinitrophenol\ncondensation and relationships between structure and selective thyromimetic\nactivity","volume":"12","author":"Leeson","year":"1988","journal-title":"J. Chem. 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