Aromatic Cations from Oxidative Carbon–Hydrogen Bond Cleavage in Bimolecular Carbon–Carbon Bond Forming Reactions

Aromatic Cations from Oxidative Carbon–Hydrogen
Bond Cleavage in Bimolecular Carbon–Carbon Bond
Forming Reactions
Dane J. Clausen and Paul E. Floreancig* 

This paper demonstrates the oxidative coupling of mild nucleophiles (e.g. allylsilane) and chromene/isochromene, where the oxidation is mediated by DDQ.  The reaction goes through an oxocarbenium intermediate.

 http://pubs.acs.org/doi/abs/10.1021/jo301185h