{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T03:41:42Z","timestamp":1760240502238,"version":"build-2065373602"},"reference-count":52,"publisher":"MDPI AG","issue":"13","license":[{"start":{"date-parts":[[2019,6,29]],"date-time":"2019-06-29T00:00:00Z","timestamp":1561766400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100002341","name":"Academy of Finland","doi-asserted-by":"publisher","award":["326486","326487","314343"],"award-info":[{"award-number":["326486","326487","314343"]}],"id":[{"id":"10.13039\/501100002341","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>The preparation of unprecedented 6,12-disubstituted methanodibenzo[b,f][1,5]dioxocins from pyrrolidine catalyzed self-condensation of 2\u2032-hydroxyacetophenones is herein described. This method provides easy access to this highly bridged complex core, resulting in construction of two C\u2013O and two C\u2013C bonds, a methylene bridge and two quaternary centers in a single step. The intricate methanodibenzo[b,f][1,5]dioxocin compounds were obtained in up to moderate yields after optimization of the reaction conditions concerning solvent, reaction times and the use of additives. Several halide substituted methanodibenzo[b,f][1,5]dioxocins could be prepared from correspondent 2\u2032-hydroxyacetophenones.<\/jats:p>","DOI":"10.3390\/molecules24132405","type":"journal-article","created":{"date-parts":[[2019,7,1]],"date-time":"2019-07-01T03:23:59Z","timestamp":1561951439000},"page":"2405","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["Synthesis of 6,12-Disubstituted Methanodibenzo[b,f][1,5]dioxocins: Pyrrolidine Catalyzed Self-Condensation of 2\u2032-Hydroxyacetophenones"],"prefix":"10.3390","volume":"24","author":[{"given":"Benedicta","family":"Assoah","sequence":"first","affiliation":[{"name":"Faculty of Engineering and Natural Sciences, Tampere University, Korkeakoulunkatu 8, 33101 Tampere, Finland"}]},{"given":"Vesa","family":"Riihonen","sequence":"additional","affiliation":[{"name":"Faculty of Engineering and Natural Sciences, Tampere University, Korkeakoulunkatu 8, 33101 Tampere, Finland"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-0411-9618","authenticated-orcid":false,"given":"Jo\u00e3o R.","family":"Vale","sequence":"additional","affiliation":[{"name":"Faculty of Engineering and Natural Sciences, Tampere University, Korkeakoulunkatu 8, 33101 Tampere, Finland"},{"name":"Instituto de Investiga\u00e7\u00e3o do Medicamento (iMed.ULisboa), Faculdade de Farm\u00e1cia, Universidade de Lisboa, Av. 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Box 35, 40014 Jyv\u00e4skyl\u00e4, Finland"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2414-9064","authenticated-orcid":false,"given":"Nuno R.","family":"Candeias","sequence":"additional","affiliation":[{"name":"Faculty of Engineering and Natural Sciences, Tampere University, Korkeakoulunkatu 8, 33101 Tampere, Finland"}]}],"member":"1968","published-online":{"date-parts":[[2019,6,29]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"440","DOI":"10.1016\/j.ccr.2018.11.001","article-title":"Building molecular complexity through transition-metal-catalyzed oxidative annulations\/cyclizations: Harnessing the utility of phenols, naphthols and 1,3-dicarbonyl compounds","volume":"380","author":"Khan","year":"2019","journal-title":"Coord. Chem. 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