A Reiterative Approach to 2,3-Disubstituted Naphthalenes and Anthracenes
Organic Letters1999Vol. 2(1), pp. 85–87
Citations Over TimeTop 11% of 1999 papers
Abstract
[reaction: see text] Simple bis(bromoethynyl)arenediynes are easily prepared by the desilylative halogenation of the corresponding trimethylsilyl derivatives. Cycloaromatization of these halogenated enediynes leads to the otherwise difficult to prepare 2,3-dibromoarenes in good yield. Alkynylation of the resulting haloaromatic compound regenerates the soluble enediyne system, homologated by one aromatic ring. This iterative methodology can be terminated by the cycloaromatization of the unsubstituted enediyne, providing the simple acene hydrocarbon.
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