Direct Photoredox-Catalyzed Reductive Difluoromethylation of Electron-Deficient Alkenes.
| Autor: | Tang XJ; Department of Chemistry, University of Florida, PO Box 117200, Gainesville, FL, 32611-7200 (USA)., Zhang Z; Department of Chemistry, University of Florida, PO Box 117200, Gainesville, FL, 32611-7200 (USA)., Dolbier WR Jr; Department of Chemistry, University of Florida, PO Box 117200, Gainesville, FL, 32611-7200 (USA). wrd@chem.ufl.edu. |
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| Jazyk: | angličtina |
| Zdroj: | Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2015 Dec 21; Vol. 21 (52), pp. 18961-5. Date of Electronic Publication: 2015 Nov 17. |
| DOI: | 10.1002/chem.201504363 |
| Abstrakt: | Photoredox-catalyzed reductive difluoromethylation of electron-deficient alkenes was achieved in one step under tin-free, mild and neutral conditions. This protocol affords a facile method to introduce RCF2 (R=H, Ph, Me, and CH2N3) groups at sites β to electron-withdrawing groups. It was found that TTMS (tris(trimethylsilyl)silane) served nicely as both the H-atom donor and the electron donor in the catalytic cycle. Experimental and DFT computational results provided evidence that RCF2 (R=H, Ph, Me) radicals are nucleophilic in nature. (© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.) |
| Databáze: | MEDLINE |
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