Novel method for construction of tetrahydro-1-benzazepine and tetrahydro-2-benzazepine based on 7-endo selective Friedel-Crafts cyclization of vinyloxirane

The 7-endo Friedel-Crafts cyclization of vinyloxiranes, which have a nitrogen atom at the linker between the aromatic ring and the epoxide, was found to proceed regio- and stereoselectively to afford polyfunctional tetrahydro-1-benzazepine and tetrahydro-2-benzazepine. (C) 2013 Elsevier Ltd. All rights reserved.