Health & Environmental Research Online (HERO)


Print Feedback Export to File
5916420 
Journal Article 
REACTIONS OF 8H-FURO[3,4,-D]DIBENZ[B,F]AZEPINE AND 9H-TRIBENZ[B,D,F]-AZEPINE WITH T-BUTYL HYPOCHLORITE AND SILVER TRIFLUOROACETATE - ATTEMPTS TO FORM A LONG-LIVED AROMATIC NITRENIUM ION 
Axtell, HC; Mchugh, KB; Cann, MC 
1995 
Yes 
Heterocycles
ISSN: 0385-5414 
41 
431-438 
Attempts to prepare aromatic and thus potentially long-lived nitrenium ions from 8H-furo [3,4-d] dibenz[b,f]azepine (19) and 9H-tribenz[b,d,f]azepine (34) were unsuccessful. Reaction of 19 with t-butyl hypochlorite results in chlorination of the furan ring (25), while reaction of 19 with silver trifluoroacetate forms a mixture of the cis- and trans- dimethoxydihydrofurans (32) and (33). Reaction of 34 with t-butyl hypochlorite leads to a mixture of mono-, di- and trichloroazepines (37-42). The reaction of silver trifluoroacetate with 34 yields silver metal and unreacted 34.