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

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.

SUBMITTER: Kethe A

PROVIDER: S-EPMC3797622 | biostudies-literature | 2012 Apr

REPOSITORIES: biostudies-literature

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

Kethe Anila A Li Ang A Klumpp Douglas A DA

Tetrahedron 20120401 16

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 <i>ipso</i> protonation of an aryl group and elimination of an alkyl phenyl group. ...[more]

PMID: 24143035

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