A versatile synthesis of annulated carbazole analogs involving a domino reaction of bromomethylindoles with arenes/heteroarenes

V Dhayalan, JA Clement, R Jagan…

Index: Dhayalan, Vasudevan; Clement, J. Arul; Jagan, Radhakrishnan; Mohanakrishnan, Arasambattu K. European Journal of Organic Chemistry, 2009 , # 4 p. 531 - 546

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Citation Number: 29

Abstract

Abstract A ZnBr 2-mediated arylation of aryl/heteroaryl methyl bromides with arenes at 80 C led to the formation of arylated products, which underwent subsequent 1, 5-sigmatropic rearrangement followed by electrocyclization and aromatization with loss of a diethylmalonate unit to afford the corresponding annulated products.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)