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. 2012 Apr 20;68(16):3357-3360.
doi: 10.1016/j.tet.2012.02.047.

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

Anila Kethe  1 , Ang Li, Douglas A Klumpp
Affiliations

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

Anila Kethe et al. Tetrahedron. .

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.

Keywords: Aza-polycyclic aromatic compounds; Condensation; Dication; Heterocycle; Superacid.

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Figures

Scheme 1
Scheme 1
Scheme 2
Scheme 2
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