Visible-Light-Mediated Annulation of Electron-Rich Alkenes and Nitrogen-Centered Radicals from N-Sulfonylallylamines: Construction of Chloromethylated Pyrrolidine Derivatives.
| cam.issuedOnline | 2017-11-09 | |
| dc.contributor.author | Crespin, Lorène NS | |
| dc.contributor.author | Greb, Andreas | |
| dc.contributor.author | Blakemore, David C | |
| dc.contributor.author | Ley, Steven V | |
| dc.contributor.orcid | Crespin, Lorene [0000-0002-7491-7538] | |
| dc.contributor.orcid | Ley, Steven [0000-0002-7816-0042] | |
| dc.date.accessioned | 2018-11-19T14:22:24Z | |
| dc.date.available | 2018-11-19T14:22:24Z | |
| dc.date.issued | 2017-12-15 | |
| dc.description.abstract | A visible-light-mediated annulation of N-sulfonylallylamines and olefins is reported. Rapid access to highly functionalized chloromethylated pyrrolidines can be achieved using mild conditions for the generation of nitrogen-centered radicals. Both a transition-metal-based catalyst and an organic dye can be used as photosensitizers with 0.5 mol % loading. The reaction was found to be applicable to a large variety of electron-rich and electron-neutral olefins. | |
| dc.description.sponsorship | This work was supported by a postdoctoral fellowship from Pfizer (L.C. and A.G.) and the EPSRC Grants EP/K009494/1 and EP/M004120/1 (S.V.L.). | |
| dc.identifier.doi | 10.17863/CAM.32776 | |
| dc.identifier.eissn | 1520-6904 | |
| dc.identifier.issn | 1520-6904 | |
| dc.identifier.uri | https://www.repository.cam.ac.uk/handle/1810/285414 | |
| dc.language | eng | |
| dc.language.iso | eng | |
| dc.publisher | American Chemical Society (ACS) | |
| dc.publisher.url | http://dx.doi.org/10.1021/acs.joc.7b02146 | |
| dc.subject | 0306 Physical Chemistry (incl. Structural) | |
| dc.title | Visible-Light-Mediated Annulation of Electron-Rich Alkenes and Nitrogen-Centered Radicals from N-Sulfonylallylamines: Construction of Chloromethylated Pyrrolidine Derivatives. | |
| dc.type | Article | |
| dcterms.dateAccepted | 2017-11-09 | |
| prism.endingPage | 13108 | |
| prism.issueIdentifier | 24 | |
| prism.publicationDate | 2017 | |
| prism.publicationName | Journal of Organic Chemistry | |
| prism.startingPage | 13093 | |
| prism.volume | 82 | |
| pubs.funder-project-id | Engineering and Physical Sciences Research Council (EP/M004120/1) | |
| pubs.funder-project-id | Engineering and Physical Sciences Research Council (EP/K009494/1) | |
| rioxxterms.licenseref.startdate | 2017-12-15 | |
| rioxxterms.licenseref.uri | http://www.rioxx.net/licenses/all-rights-reserved | |
| rioxxterms.type | Journal Article/Review | |
| rioxxterms.version | AM | |
| rioxxterms.versionofrecord | 10.1021/acs.joc.7b02146 |
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