Synthesis of 11a-N-Arylsulfonyl-5-carbapterocarpans (Tetrahydro-5H-benzo[a]carbazoles) by Azaarylation of Dihydronaphthalenes with o-Iodo-N-(Arylsulfonyl)anilines in Poly(ethylene glycol)

Abstract

11a-N-Arylsulfonyl-5-carbapterocarpans (tetrahydro-5H-benzo[a]carbazoles) were synthesized by palladium-catalyzed azaarylation of dihydronaphthalenes with o-iodo-N-(arylsulfonyl)anilines in poly(ethylene glycol) (PEG-400). Better chemical yields (moderate to good) and shorter reaction times (a few minutes at 130–170 °C) were observed in PEG-400 compared with the corresponding reactions in acetone­.

Key words

arylations - sulfonamides - cyclizations - heterocyclic compounds - polycyclic compounds - indolines - solvent effects - catalysis - palladium

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