R. Diercks, K. Vollhardt
May 1, 1986
Citations
0
Influential Citations
120
Citations
Quality indicators
Journal
Journal of the American Chemical Society
Abstract
1,3,5-cyclohexatriene is commonly introduced in organic textbooks as the hypothetical model for a bond-fixed benzene, yet the search for this structural unit has been elusive. We report two facile approaches to the tris(benzocyclobutadieno)benzene nucleus 1, including the parent 1b, in which the central benzene ring exists in this form, and the first thermal retrocycloaddition of a benzene ring to a trialkyne. Our strategy relies on an iterative sequence of palladium-catalyzed alkynylations followed by cobalt-catalyzed cyclobutabenzoannelations.