{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,11]],"date-time":"2026-05-11T15:16:36Z","timestamp":1778512596419,"version":"3.51.4"},"reference-count":34,"publisher":"MDPI AG","issue":"5","license":[{"start":{"date-parts":[[2023,2,23]],"date-time":"2023-02-23T00:00:00Z","timestamp":1677110400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>Reactions of 2-amino-1,3-benzothiazole with aliphatic, aromatic and heteroaromatic \u03b1-iodoketones in the absence of bases or catalysts have been studied. The reaction proceeds by N-alkylation of the endocyclic nitrogen atom followed by intramolecular dehydrative cyclization. The regioselectivity is explained and the mechanism of the reaction is proposed. A number of new linear and cyclic iodide and triiodide benzothiazolium salts have been obtained and their structure proved by NMR and UV spectroscopy.<\/jats:p>","DOI":"10.3390\/molecules28052093","type":"journal-article","created":{"date-parts":[[2023,2,24]],"date-time":"2023-02-24T01:37:52Z","timestamp":1677202672000},"page":"2093","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["2-Amino-1,3-benzothiazole: Endo N-Alkylation with \u03b1-Iodo Methyl Ketones Followed by Cyclization"],"prefix":"10.3390","volume":"28","author":[{"given":"Ivan A.","family":"Dorofeev","sequence":"first","affiliation":[{"name":"A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Division of the Russian Academy of Sciences, 1 Favorsky Street, 664033 Irkutsk, Russia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Larisa V.","family":"Zhilitskaya","sequence":"additional","affiliation":[{"name":"A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Division of the Russian Academy of Sciences, 1 Favorsky Street, 664033 Irkutsk, Russia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Nina O.","family":"Yarosh","sequence":"additional","affiliation":[{"name":"A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Division of the Russian Academy of Sciences, 1 Favorsky Street, 664033 Irkutsk, Russia"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4296-7899","authenticated-orcid":false,"given":"Bagrat A.","family":"Shainyan","sequence":"additional","affiliation":[{"name":"A. E. 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