WORKABLE SYNTHETIC ROUTES TO FUNCTIONAUZED 1,6-BENZODIAZOCINES

摘要

Two strategies for fusing a medium-sized building block to a benzene ring in the form of a functionalized 1,6-diazocine unit via one-pot procedures are presented.Although interest in the pharmacological activity of benzodiazepines has persisted for many decades,a comparable level of scrutiny has,only in select instances,been accorded to eight-membered homologs,likely because of more limited synthetic accessibility.Notable in this connection are members of the uncommon 1,6-benzodiazocine class,as exemplified by the alleged preparation of 3.Contrary to the claims of the Bhusare group,the acid-catalyzed cyclization of 1 does not lead to 2 and is not a source of 3,but produces instead the known succinimide derivative 4(Scheme 1).A comparable error in structural assignment has been reported for the dibenzo derivative as 5-> 8 and not 5-> 6.