{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,30]],"date-time":"2026-07-30T08:58:25Z","timestamp":1785401905293,"version":"3.56.0"},"reference-count":27,"publisher":"Beilstein Institut","license":[{"start":{"date-parts":[[2023,9,27]],"date-time":"2023-09-27T00:00:00Z","timestamp":1695772800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0"},{"start":{"date-parts":[[2023,9,27]],"date-time":"2023-09-27T00:00:00Z","timestamp":1695772800000},"content-version":"am","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0"},{"start":{"date-parts":[[2023,9,27]],"date-time":"2023-09-27T00:00:00Z","timestamp":1695772800000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0"}],"funder":[{"DOI":"10.13039\/501100006769","name":"Russian Science Foundation","doi-asserted-by":"publisher","award":["21-13-00006"],"award-info":[{"award-number":["21-13-00006"]}],"id":[{"id":"10.13039\/501100006769","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Beilstein J. Org. Chem."],"accepted":{"date-parts":[[2023,9,22]]},"abstract":"<jats:p>\n                    Trichloromethyl-substituted enones (1-aryl-4,4,4-trichlorobut-2-en-1-ones, ArCOCH=CHCCl\n                    <jats:sub>3<\/jats:sub>\n                    , CCl\n                    <jats:sub>3<\/jats:sub>\n                    -enones) undergo intramolecular transformation into 3-trichloromethylindan-1-ones (CCl\n                    <jats:sub>3<\/jats:sub>\n                    -indanones) in Br\u00f8nsted superacid CF\n                    <jats:sub>3<\/jats:sub>\n                    SO\n                    <jats:sub>3<\/jats:sub>\n                    H (triflic acid, TfOH) at 80 \u00b0C within 2\u201310 h in yields up to 92%. Protonation of the carbonyl oxygen of the starting CCl\n                    <jats:sub>3<\/jats:sub>\n                    -enones by TfOH affords the key reactive intermediates, the O-protonated forms ArC(=OH\n                    <jats:sup>+<\/jats:sup>\n                    )CH=CHCCl\n                    <jats:sub>3<\/jats:sub>\n                    , which are then cyclized into the target CCl\n                    <jats:sub>3<\/jats:sub>\n                    -indanones. These cations have been studied experimentally by means of NMR spectroscopy in TfOH and theoretically by DFT calculations. Under the same superacidic conditions in TfOH, CCl\n                    <jats:sub>3<\/jats:sub>\n                    -hydroxy ketones (1-aryl-4,4,4-trichloro-3-hydroxybutan-1-ones; ArCOCH\n                    <jats:sub>2<\/jats:sub>\n                    CH(OH)CCl\n                    <jats:sub>3<\/jats:sub>\n                    ) undergo dehydration to the corresponding CCl\n                    <jats:sub>3<\/jats:sub>\n                    -enones, which are further cyclized into CCl\n                    <jats:sub>3<\/jats:sub>\n                    -indanones. The yields of CCl\n                    <jats:sub>3<\/jats:sub>\n                    -indanones starting from CCl\n                    <jats:sub>3<\/jats:sub>\n                    -hydroxy ketones are up to 86% in TfOH at 80 \u00b0C within 3\u201318 h.\n                  <\/jats:p>","DOI":"10.3762\/bjoc.19.105","type":"journal-article","created":{"date-parts":[[2023,9,27]],"date-time":"2023-09-27T03:49:29Z","timestamp":1695786569000},"page":"1460-1470","source":"Crossref","is-referenced-by-count":6,"title":["Cyclization of 1-aryl-4,4,4-trichlorobut-2-en-1-ones into 3-trichloromethylindan-1-ones in triflic acid"],"prefix":"10.3762","volume":"19","author":[{"given":"Vladislav 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A","family":"Boyarskaya","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/023znxa73","id-type":"ROR","asserted-by":"publisher"},{"id":"https:\/\/www.isni.org\/0000000122896897","id-type":"ISNI","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3628-1492","authenticated-orcid":false,"given":"Aleksander 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