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Shyamal Chakrabarty, Dr. Indranil Chatterjee, Dr. Ludger Tebben and Prof. Dr. Armido Studer Reactions of Arynes with Nitrosoarenes—An Approach to Substituted Carbazoles Angewandte Chemie International Edition 52

Article first published online: 31 JAN 2013 | DOI: 10.1002/anie.201209447

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No transition metals are necessary in the reaction of in situ generated arynes with nitrosoarenes to give substituted carbazoles. Depending on the fluoride source and the solvent, either N-arylated carbazoles or NH-carbazoles are obtained (see scheme; DME=dimethoxyethane, OTf=trifluoromethanesulfonate). In these cascades a C[BOND]C and one or two C[BOND]N bonds are formed. The reactions are easy to conduct and proceed under mild conditions.

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