Herein, we present a regioselective Pd-catalyzed C–H
[4
+ 2] benzannulation of N-unprotected 3-arylindoles
with external readily available 1,3-dienes via an original sequence
involving a Pd-catalyzed domino carbopalladation of 1,3-dienes/direct
C2–H allylation of an indole ring followed by an
oxidation or reduction step. Depending on the nature of the solvent,
DCE or CH3CN, two consecutive approaches, oxidative or
reductive, have been validated and applied to the design of a novel
library of C6-alkyl or (E)-C6-styryl-benzo[c]carbazoles in moderate to good yields.
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