Insertion of arynes into the carbon–oxygen double bond of amides and its application into the sequential reactions

The reaction of arynes, generated from ortho-(trimethylsilyl)aryl triflates, with the Cdouble bond; length as m-dashO bond of formamides gave salicylaldehyde derivatives via the formation of formal [2+2] adducts. The sequential transformation of arynes into ortho-disubstituted arenes, o-aminoalkylphenols or o-hydroxyalkylphenols, was achieved by one-pot procedure using dialkylzincs.