Synfacts 2007(6): 0637-0637  
DOI: 10.1055/s-2007-968547
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Efficient Intramolecular Friedel-Crafts Cyclization of Allylic Halides

Contributor(s): Paul Knochel, Andrei Gavryushin
R. Hayashi, G. R. Cook*
North Dakota State University, Fargo, USA
Further Information

Publication History

Publication Date:
22 May 2007 (online)

Significance

In(III) salts were found to be specific and robust catalysts for intramolecular Friedel-Crafts cyclization of allylic bromides. This is a simple method for the annelation of a six-membered ring, which may bear a heteroatom or a functional group. The conditions are remarkably mild and the substrate scope is relatively broad, including deactivated arenes. A unique catalytic activity of indium salts in this reaction may lead to the development of new useful catalytic methods with their participation.