Ring closing and opening reactions leading to aza-polycyclic aromatic compounds

A Kethe, A Li, DA Klumpp

Index: Kethe, Anila; Li, Ang; Klumpp, Douglas A. Tetrahedron, 2012 , vol. 68, # 16 p. 3357 - 3360

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Abstract

A series of functionalized aza-polycyclic aromatic compounds were prepared by a superacid- promoted ring closing and opening reaction cascade. A reaction mechanism is proposed, which involves reactive dicationic intermediates. A key step in the conversions involves ipso protonation of an aryl group and elimination of an alkyl phenyl group.