Cyclisation of benzylamino-nitriles. Part 4. Rearrangement with cyclisation to a benzyl or phenethyl substituent
Abstract
Methoxybenzylamino-acetonitriles with benzyl or phenethyl substituents attached to the nitrile α-carbon undergo spiro-cyclisation in concentrated sulphuric acid followed by rearrangement with cyclisation to the benzene ring of the substituent. The product is a tetrahydroisoquinoline or a 2-benzazepine depending on the substituent.