Boron tribromide mediated debenzylation of benzylamino and benzyloxy groups

The treatment of 2(or 4)-benzylamino substituted quinolines, 9-benzylaminoacridine, 2-benzylaminopyridine, a 4-benzyloxyquinoline, and an N-benzyloxyamidine with BBr₃ yields the corresponding amino or hydroxy substituted compounds. The scope and limitations of this novel reaction are discussed.     

4—（Benzylamino）formoyldiphenylammonium Triflate （BDPAT）：An Efficient,Recoverable Biphasic Catalyst For Esterification of Carboxylic Acids with Equimolar Amounts of Alcohols

Esterification of carboxylic acid with equimolar amount alcohol can be efficiently catalyzed by biphasic 4-(benzylamino) formoyldiphenylammonium triflate (BDPAT,3) in good yield. The catalyst can be easily recovered without loss of activity.