Pd-Catalyzed C–H Halogenation of Indolinesand Tetrahydroquinolines with Removable Directing Group
2020
Pd-catalyzed directing-group-assisted
regioselective halogenations
to C7 of indolines and C8 of tetrahydroquinolines were achieved in
good to excellent yields. The practicality and utility of the developed
method have been illustrated by various functional group transformations
such as arylation, alkenylation, cyanation, and silylation utilizing
the installed synthetic handle. The concise synthesis of primaquine,
an antimalarial drug, and formal syntheses of two bioactive natural
products, hippadine and pratosine, have also been demonstrated.
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