Remote Trifluoromethylthiolation Enabled by Organophotocatalytic C–C Bond Cleavage
dc.contributor.author | Ji, Tengfei | |
dc.contributor.author | Chen, Xiang-Yu | |
dc.contributor.author | Huang, Long | |
dc.contributor.author | Rueping, Magnus | |
dc.date.accessioned | 2020-03-18T12:35:08Z | |
dc.date.available | 2020-03-18T12:35:08Z | |
dc.date.issued | 2020-03-16 | |
dc.identifier.citation | Ji, T., Chen, X.-Y., Huang, L., & Rueping, M. (2020). Remote Trifluoromethylthiolation Enabled by Organophotocatalytic C–C Bond Cleavage. Organic Letters. doi:10.1021/acs.orglett.0c00493 | |
dc.identifier.doi | 10.1021/acs.orglett.0c00493 | |
dc.identifier.uri | http://hdl.handle.net/10754/662195 | |
dc.description.abstract | The first metal-free ring opening/trifluoromethylthiolation of cycloalkanols for the formation of remote C(sp3)–SCF3 bonds has been developed. A variety of trifluoromethylthiolated carbonyl compounds that are otherwise difficult to achieve were prepared in good yields under mild reaction conditions. The reaction is assumed to proceed via C–C bond cleavage of the alkoxyl radical species generated via a photoredox-enabled intramolecular proton-coupled electron transfer process, followed by trifluoromethylthiolation of the resulting C-centered radical with the N-(trifluoromethylthio)phthalimide reagent. | |
dc.description.sponsorship | The research leading to these results has received funding from the European Research Council under the European Union’s Seventh Framework Programme (FP/2007-2013)/ERC Grant Agreement No. 617044 (SunCatChem). | |
dc.publisher | American Chemical Society (ACS) | |
dc.relation.url | https://pubs.acs.org/doi/10.1021/acs.orglett.0c00493 | |
dc.rights | This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/10.1021/acs.orglett.0c00493. | |
dc.title | Remote Trifluoromethylthiolation Enabled by Organophotocatalytic C–C Bond Cleavage | |
dc.type | Article | |
dc.contributor.department | Chemical Science Program | |
dc.contributor.department | KAUST Catalysis Center (KCC) | |
dc.contributor.department | Physical Science and Engineering (PSE) Division | |
dc.identifier.journal | Organic Letters | |
dc.rights.embargodate | 2021-03-16 | |
dc.eprint.version | Post-print | |
dc.contributor.institution | Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany | |
kaust.person | Rueping, Magnus | |
refterms.dateFOA | 2020-03-19T10:19:20Z | |
dc.date.published-online | 2020-03-16 | |
dc.date.published-print | 2020-04-03 |
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