Aryne-Imine-Aryne Coupling Reaction via [4+2] Cycloaddition between Aza-o-Quinone Methides and Arynes

摘要

A direct method for the synthesis of acridane derivatives based upon a 2:1 coupling reaction between arynes and imines was developed. The reaction proceeds through formation of transient aza-ortho-quinone methides arising from a net [2+2] cycloaddition between arynes and imines. Introduction of steric bulk into an imine carbon has proven to be vital for this facile coupling.