Organophotocatalytic Regioselective Silylation/Germylation and Cascade Cyclization of N -Alkenyl α-CF 3 Acrylamides: Access to Densely Functionalized 4-Pyrrolin-2-ones
We report an organophotoredox-catalyzed silylation/germylation cascade cyclization of -alkenyl α-CF acrylamides under mild conditions. -Aminopyridinium salts act as hydrogen atom transfer reagents under photoredox catalysis in the generation of silyl and germyl radicals. An array of silyl- and germy...
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Veröffentlicht in: | Organic letters 2024-11, Vol.26 (43), p.9269-9275 |
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Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | We report an organophotoredox-catalyzed silylation/germylation cascade cyclization of
-alkenyl α-CF
acrylamides under mild conditions.
-Aminopyridinium salts act as hydrogen atom transfer reagents under photoredox catalysis in the generation of silyl and germyl radicals. An array of silyl- and germyl-substituted 3-CF
-4-pyrrolin-2-one derivatives were constructed in a shorter reaction time with low catalyst loading in good to excellent yields at room temperature. Importantly, this protocol is amenable to the late-stage diversification of bioactive molecules, as well as to large-scale synthesis. |
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ISSN: | 1523-7060 1523-7052 |
DOI: | 10.1021/acs.orglett.4c03427 |