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An Expedient Synthesis of Carbazoles through Potassium tert ‐Butoxide‐Promoted Intramolecular Direct C–H Bond Arylation
Author(s) -
Lin Songbo,
He Xingrui,
Meng Jinpeng,
Gu Haining,
Zhang Peizhi,
Wu Jun
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201601293
Subject(s) - chemistry , intramolecular force , medicinal chemistry , potassium , scavenger , ethylene glycol , radical , organic chemistry
Transition‐metal‐free access to carbazoles was achieved through base‐mediated intramolecular C–C bond formation. Reactions of N ‐substituted o ‐halodiarylamines with potassium tert ‐butoxide in the presence of ethylene glycol or 1,10‐phenanthroline provided carbazoles in moderate to excellent yields. This transformation may proceed through a radical pathway according to a control experiment with a radical scavenger.