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Selective, Efficient and Functional Group‐Tolerant CuOAc‐Mediated N ‐Arylation of 1 H ‐Indoles and 9 H ‐Carbazole with Aryl Iodides Under Base‐Free and Ligandless Conditions
Author(s) -
Bellina Fabio,
Calandri Chiara,
Cauteruccio Silvia,
Rossi Renzo
Publication year - 2007
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.200601084
Subject(s) - chemistry , indole test , aryl , functional group , carbazole , base (topology) , selectivity , combinatorial chemistry , reaction conditions , ullmann reaction , protecting group , medicinal chemistry , catalysis , organic chemistry , alkyl , mathematical analysis , mathematics , polymer
CuOAc‐Mediated N ‐arylation of 1 H ‐indole derivatives and 1 H ‐carbazole with aryl iodides under base‐free and ligandless conditions provides the required N ‐arylazoles with complete N ‐selectivity and in moderate to good yields. The experimental conditions for this new version of the Ullmann reaction allow an unprecedented tolerance of functional groups and facilitate the workup of the reaction mixtures and isolation of the required chemically pure reaction products. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)