78033-45-1Relevant academic research and scientific papers
Benzocyclobutenes. Part 6. Reactions of Substituted Benzocyclobutene-1,2-diones with o-Phenylenediamine
Abou-Teim, Omar,Hacker, Nigel P.,Jansen, Robert B.,McOmie, John F. W.,Perry, David H.
, p. 988 - 990 (1981)
Condensation of the 4-hydroxy- (3), 4,5-dichloro- (4), 3,6-dimethoxy- (5), and 4,5-benzo- (9) derivatives of benzocyclobutene-1,2-dione with o-phenylenediamine gave the corresponding 5,10-diazabenzobiphenylenes, (13)-(16) whereas the similar condensation of the 4-methoxy- (6), 4,5-dimethoxy- (7), and 4,5-dibromo- (8) derivatives, also cyclobuta(l)phenanthrene-1,2-dione, unexpectedly gave derivatives of dibenzodiazocine-6,11(5H,12H)-dione (20)-(23).Treatment of the 4-hydroxy-dione (3) with 1.4 equivalents of o-phenylenediamine gave 1,2-bis-(2-aminophenylimino)benzocyclobuten-4-ol (18) and condensation of the phenanthrodione with the diamine in presence of phosphoric anhydride gave dibenzisoindolobenzimidazol-15-one (25).
