Trifluoromethyl radical triggered radical cyclization of N-benzoyl ynamides leading to isoindolinones

Under photocatalytic reductive conditions, trifluoromethyl radical addition onto an ynamide followed by cyclization on a benzoyl moiety produces diverse isoindolinone platforms with good yields. The selectivity of the radical cyclization, N -benzoyl vs. N -benzyl as radical acceptor and the E / Z ra...

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Veröffentlicht in:Science China. Chemistry 2019-11, Vol.62 (11), p.1542-1546
Hauptverfasser: Cassé, Maud, Nisole, Christian, Dossmann, Héloïse, Gimbert, Yves, Fourquez, Jean-Marie, Haberkorn, Laure, Ollivier, Cyril, Fensterbank, Louis
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Sprache:eng
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Zusammenfassung:Under photocatalytic reductive conditions, trifluoromethyl radical addition onto an ynamide followed by cyclization on a benzoyl moiety produces diverse isoindolinone platforms with good yields. The selectivity of the radical cyclization, N -benzoyl vs. N -benzyl as radical acceptor and the E / Z ratio of isomers have been rationalized by modeling.
ISSN:1674-7291
1869-1870
DOI:10.1007/s11426-019-9627-x