4.4 Article

AlBr3-Mediated Tandem Cyclization-Carboxylation of Allenylbenzenes with CO2 in the Presence of Pyridines

Journal

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
Volume 90, Issue 4, Pages 419-421

Publisher

CHEMICAL SOC JAPAN
DOI: 10.1246/bcsj.20160410

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Indene-2-carboxylic acids are prepared from allenyl-benzenes and CO2 by an AlBr3-mediated tandem reaction consisting of intramolecular Friedel-Crafts alkylation of allenylbenzenes and subsequent carbonation of the resulting indenylaluminum species. The reaction requires 2,6-di-tert-butylpyridine or 2,6-diiodopyridine to neutralize an acidic by-product without deactivating the Lewis acid.

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