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Photo‐Induced Arylation of Carbazoles With Aryldiazonium Salts
Author(s) -
Maeda Bumpei,
Mori Genki,
Sakakibara Yota,
Yagi Akiko,
Murakami Kei,
Itami Kenichiro
Publication year - 2021
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.202100191
Subject(s) - carbazole , chemistry , regioselectivity , catalysis , palladium , substrate (aquarium) , combinatorial chemistry , molecule , organic chemistry , oceanography , geology
Arylcarbazoles have been widely used in materials science as important organic semiconductor molecules. To investigate the electronic and photophysical properties of arylcarbazole with different substitution patterns, facile and straightforward synthesis of arylcarbazole derivatives is sought after. Herein we report on photo‐induced direct arylation reactions of carbazole. Treatment of carbazoles with aryldiazonium salts afforded the arylated carbazole. Although the reaction was not regioselective, C1 and C4‐arylated carbazoles were obtained as the major isomers. When N ‐pyridylcarbazole was employed as the substrate with palladium catalyst, the reaction proceeded selectively at C1 position.