Issue 35, 2014

A phosphine-mediated reaction of cyclic 1,2-diones and 3-alkyl allenoates: an efficient protocol for benzannulation applicable to the synthesis of polycyclic aromatic hydrocarbons

Abstract

A facile one-pot benzannulation strategy involving phosphine-3-alkyl allenoate zwitterions and cyclic 1,2-diones is described. The strategy is effectively utilized in the synthesis of fluoranthenes and benzo[a]aceanthrylenes with impressive photophysical properties. This is the first report on an intermolecular benzannulation using a 3-alkyl allenoate as a four carbon synthon.

Graphical abstract: A phosphine-mediated reaction of cyclic 1,2-diones and 3-alkyl allenoates: an efficient protocol for benzannulation applicable to the synthesis of polycyclic aromatic hydrocarbons

Supplementary files

Article information

Article type
Communication
Submitted
16 Jan 2014
Accepted
17 Feb 2014
First published
28 Feb 2014

Chem. Commun., 2014,50, 4616-4619

A phosphine-mediated reaction of cyclic 1,2-diones and 3-alkyl allenoates: an efficient protocol for benzannulation applicable to the synthesis of polycyclic aromatic hydrocarbons

A. Jose, J. A. J., B. Vedhanarayanan, R. S. Menon, S. Varughese, E. Suresh and V. Nair, Chem. Commun., 2014, 50, 4616 DOI: 10.1039/C4CC00378K

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