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Issue 46, 2017
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Iptycenes with an acridinone motif developed through [4+2] cycloaddition of tethered naphthalene and iminoquinone via a radical reaction

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Abstract

A new class of iptycenes was developed by combining 2-(naphthalen-1-yl)anilines and p-benzoquinones through copper(II)-mediated radical cyclisation. This unusual cyclisation reaction resulted in the robust and efficient syntheses of iptycenes with an acridinone motif. These iptycenes can be further transformed into planar acridinone heterocyclics through the Diels–Alder reaction.

Graphical abstract: Iptycenes with an acridinone motif developed through [4+2] cycloaddition of tethered naphthalene and iminoquinone via a radical reaction

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Publication details

The article was received on 20 Apr 2017, accepted on 17 May 2017 and first published on 17 May 2017


Article type: Communication
DOI: 10.1039/C7CC03030D
Citation: Chem. Commun., 2017,53, 6247-6250
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    Iptycenes with an acridinone motif developed through [4+2] cycloaddition of tethered naphthalene and iminoquinone via a radical reaction

    S. Raju, P. Annamalai, P. Chen, Y. Liu and S. Chuang, Chem. Commun., 2017, 53, 6247
    DOI: 10.1039/C7CC03030D

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