Synthesis of 6,12-Disubstituted Methanodibenzo[b,f][1,5]dioxocins : Pyrrolidine Catalyzed Self-Condensation of 2′-Hydroxyacetophenones
| dc.contributor.author | Assoah, Benedicta | |
| dc.contributor.author | Riihonen, Vesa | |
| dc.contributor.author | Vale, João R. | |
| dc.contributor.author | Valkonen, Arto | |
| dc.contributor.author | Candeias, Nuno R. | |
| dc.date.accessioned | 2019-07-25T07:21:17Z | |
| dc.date.available | 2019-07-25T07:21:17Z | |
| dc.date.issued | 2019 | |
| dc.identifier.citation | Assoah, B., Riihonen, V., Vale, J. R., Valkonen, A., & Candeias, N. R. (2019). Synthesis of 6,12-Disubstituted Methanodibenzo[b,f][1,5]dioxocins : Pyrrolidine Catalyzed Self-Condensation of 2′-Hydroxyacetophenones. <i>Molecules</i>, <i>24</i>(13), Article 2405. <a href="https://doi.org/10.3390/molecules24132405" target="_blank">https://doi.org/10.3390/molecules24132405</a> | |
| dc.identifier.other | CONVID_32133489 | |
| dc.identifier.uri | https://jyx.jyu.fi/handle/123456789/65113 | |
| dc.description.abstract | The preparation of unprecedented 6,12-disubstituted methanodibenzo[b,f][1,5]dioxocins from pyrrolidine catalyzed self-condensation of 2′-hydroxyacetophenones is herein described. This method provides easy access to this highly bridged complex core, resulting in construction of two C–O and two C–C 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′-hydroxyacetophenones. | en |
| dc.format.mimetype | application/pdf | |
| dc.language | eng | |
| dc.language.iso | eng | |
| dc.publisher | MDPI | |
| dc.relation.ispartofseries | Molecules | |
| dc.rights | CC BY 4.0 | |
| dc.subject.other | enamine | |
| dc.subject.other | 1,5-dioxocin | |
| dc.subject.other | self-condensation | |
| dc.subject.other | 2′-hydroxyacetophenone | |
| dc.title | Synthesis of 6,12-Disubstituted Methanodibenzo[b,f][1,5]dioxocins : Pyrrolidine Catalyzed Self-Condensation of 2′-Hydroxyacetophenones | |
| dc.type | article | |
| dc.identifier.urn | URN:NBN:fi:jyu-201907253675 | |
| dc.contributor.laitos | Kemian laitos | fi |
| dc.contributor.laitos | Department of Chemistry | en |
| dc.type.uri | http://purl.org/eprint/type/JournalArticle | |
| dc.type.coar | http://purl.org/coar/resource_type/c_2df8fbb1 | |
| dc.description.reviewstatus | peerReviewed | |
| dc.relation.issn | 1420-3049 | |
| dc.relation.numberinseries | 13 | |
| dc.relation.volume | 24 | |
| dc.type.version | publishedVersion | |
| dc.rights.copyright | © 2019 by the authors. | |
| dc.rights.accesslevel | openAccess | fi |
| dc.relation.grantnumber | 314343 | |
| dc.subject.yso | orgaaniset yhdisteet | |
| dc.subject.yso | kemiallinen synteesi | |
| dc.format.content | fulltext | |
| jyx.subject.uri | http://www.yso.fi/onto/yso/p3841 | |
| jyx.subject.uri | http://www.yso.fi/onto/yso/p8468 | |
| dc.rights.url | https://creativecommons.org/licenses/by/4.0/ | |
| dc.relation.doi | 10.3390/molecules24132405 | |
| dc.relation.funder | Suomen Akatemia | fi |
| dc.relation.funder | Research Council of Finland | en |
| jyx.fundingprogram | Akatemiatutkijan tutkimuskulut, SA | fi |
| jyx.fundingprogram | Research costs of Academy Research Fellow, AoF | en |
| jyx.fundinginformation | This research was funded by Academy of Finland, grant numbers 326487, 326486 and 314343. The APC was funded by 326486. | |
| dc.type.okm | A1 |
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