Friedel-Crafts reactions of some N-acylaziridines: Oxazolines as intermediates

Article abstract of DOI:10.1002/ardp.19943270606

Without heat supply, AlCl₃ and 3-substituted 1-acyl-2-phenylaziridines 1a,b, and 2b in benzene provided the respective Friedel-Crafts products 3a,b, and 4b (acylated 1-substituted 2,2-diphenylethylamines) which in part were further converted to 1,1,2,2-teraphenylethane (5). Oxazolines 6a,b, and 7b were also found. It is shown by means of 2,4,5-triphenyloxazoline 6b that oxazolines are intermediates for 3, 4, and 5. The uncommon heterolysis of these particular oxazolines is discussed.