Visible-light-mediated Ru-catalyzed synthesis of 3-(arylsulfonyl)but-3-enals via coupling of α-allenols with diazonium salts and sulfur dioxide
| dc.contributor.author | Luna Costales, Amparo | |
| dc.contributor.author | Herrera García, Fernando | |
| dc.contributor.author | Almendros Requena, Pedro | |
| dc.date.accessioned | 2025-01-09T16:28:26Z | |
| dc.date.available | 2025-01-09T16:28:26Z | |
| dc.date.issued | 2020-11-24 | |
| dc.description | CCDC 1900824 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/data_request/cif, or by emailing data_request@ccdc.cam.ac.uk, or by contacting The Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: +44 1223 336033. | |
| dc.description.abstract | The first coupling of α-allenols, sulfur dioxide, and arenediazonium salts is presented. The three-component reaction which is promoted by visible light can be easily accomplished using DABSO as a sulfur dioxide surrogate in the presence of a photoredox catalyst. In this manner, a broad range of electron-rich and electron-deficient aryl substituents are well accommodated in the sulfonylation–rearrangement cascade to afford the 2,2-disubstituted 3-(arylsulfonyl)but-3-enals in reasonable yields. Based on control experiments, a radical mechanism which does imply 1,2-aryl migration has been proposed. | |
| dc.description.department | Depto. de Química Orgánica | |
| dc.description.faculty | Fac. de Ciencias Químicas | |
| dc.description.refereed | TRUE | |
| dc.description.sponsorship | Ministerio de Ciencia e Innovación (España) | |
| dc.description.sponsorship | European Commission | |
| dc.description.status | pub | |
| dc.identifier.citation | Herrera Fernando, Luna Amparo, Almendros Pedro. Visible-Light-Mediated Ru-Catalyzed Synthesis of 3-(Arylsulfonyl)but-3-enals via Coupling of α-Allenols with Diazonium Salts and Sulfur Dioxide. Org. Lett. 2020 22 (24), 9490-9494. | |
| dc.identifier.doi | 10.1021/acs.orglett.0c03482 | |
| dc.identifier.essn | 1523-7052 | |
| dc.identifier.issn | 1523-7060 | |
| dc.identifier.officialurl | https://pubs.acs.org/doi/10.1021/acs.orglett.0c03482 | |
| dc.identifier.pmid | 33232168 | |
| dc.identifier.relatedurl | https://pubmed.ncbi.nlm.nih.gov/33232168/ | |
| dc.identifier.uri | https://hdl.handle.net/20.500.14352/113575 | |
| dc.issue.number | 24 | |
| dc.journal.title | Organic Letters | |
| dc.language.iso | eng | |
| dc.page.final | 9494 | |
| dc.page.initial | 9490 | |
| dc.publisher | American Chemical Society (ACS) | |
| dc.relation.projectID | Project PGC2018-095025-B-I00 | |
| dc.rights | Attribution-NonCommercial-NoDerivatives 4.0 International | en |
| dc.rights.accessRights | open access | |
| dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/4.0/ | |
| dc.subject.cdu | 547 | |
| dc.subject.keyword | Chemical reactions | |
| dc.subject.keyword | Electromagnetic radiation | |
| dc.subject.keyword | Group 16 compounds | |
| dc.subject.keyword | Oxides | |
| dc.subject.keyword | Salts | |
| dc.subject.ucm | Química orgánica (Química) | |
| dc.subject.unesco | 2306 Química Orgánica | |
| dc.subject.unesco | 2306.14 Química de Los Organosulfurados | |
| dc.title | Visible-light-mediated Ru-catalyzed synthesis of 3-(arylsulfonyl)but-3-enals via coupling of α-allenols with diazonium salts and sulfur dioxide | |
| dc.type | journal article | |
| dc.type.hasVersion | AM | |
| dc.volume.number | 22 | |
| dspace.entity.type | Publication | |
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| relation.isAuthorOfPublication | ee8363b4-4019-453d-abd3-6258ecc4299f | |
| relation.isAuthorOfPublication.latestForDiscovery | 14581fe9-97b8-4d33-920f-23f4778c49f7 |
