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 of the American Chemical Society2005Vol. 127(12), pp. 4186–4187
Citations Over TimeTop 10% of 2005 papers
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.
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