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Ruthenium-catalyzed regioselective 1,3-methylene transfer by cleavage of two adjacent σ-carbon-carbon bonds: An easy and selective synthesis of highly subsituted benzenes
Journal article   Peer reviewed

Ruthenium-catalyzed regioselective 1,3-methylene transfer by cleavage of two adjacent σ-carbon-carbon bonds: An easy and selective synthesis of highly subsituted benzenes

Jian-Jou Lian, Arjan Odedra, Chang-Jung Wu and Rai-Shung Liu
Journal of the American Chemical Society, Vol.127(12), pp.4186-4187
30/03/2005

Abstract

We report a new ruthenium-catalyzed 6-endo-dig cyclization of 6,6-cycloalkylidenyl-3,5-dien-1-ynes, which produces highly substituted benzenes with considerable structural reorganization. In this process, we observe a regioselective 1,3-methylene migration via extrusion from a cycloalkylidenyl ring, in addition to a regiocontrolled 1,2-alkyl migration. This cyclization provides an easy and convenient synthesis of complex benzenes bearing various different substituents. Copyright © 2005 American Chemical Society.

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