One-pot synthesis of aryl- as well as heteroaryl-annulated carbazoles was achieved
from 2/3-bromomethylindoles involving Lewis acid mediated domino reaction with arenes
as well as heteroarenes via successive Friedel–Crafts intermolecular as well as intramolecular
alkylations followed by elimination of acetone. Further, the bis-domino reaction of
2,5-bis(bromomethyl)pyrrole was also carried out with selected heteroarenes. Additionally,
the synthesized thienocarbazoles and thienodibenzofurans were successfully utilized
for a second-generation domino reaction.
Key words
carbazole - indole - pyrrole - Friedel–Crafts alkylation - Michael addition
