The high-pressure S(N)AR reaction of N-p-fluorobenzyl-2- chlorobenzimidazole with amines; an approach to norastemizole and analogues

Article abstract of DOI:10.1016/S0040-4039(99)00290-7

N-p-fluorobenzyl-2-chlorobenzimidazole was treated under hyperbaric conditions with a variety of primary and secondary amines. The resulting S(N)Ar reaction proceeded smoothly to produce excellent yields of adducts in most cases. This methodology provides rapid access to astemizole, norastemizole and related analogues.