P. Molina et al., SYNTHETIC APPLICATIONS OF C,C-BIS(IMINOPHOSPHORANES) - PREPARATION OF[5-BENZOTHIADIAZEPINO[3,2-A] BENZIMIDAZOLE DERIVATIVES(5] RIGID BICYCLIC GUANIDINES AND 1,3,6), Tetrahedron, 50(33), 1994, pp. 10029-10036
Aza Wittig-type reaction of bis(iminophosphorane) 1, derived from bis(
2-aminophenyl)amine with two equivalents of isocyanate directly provid
ed benzimidazo[1,2-a]benzimidazole derivatives 2. However, the reactio
n with one equivalent of isocyanate or carbon disulfide afforded C-ary
l iminophosphoranes 3 or 6, respectively, derived from the 1-phenylben
zimidazole ring, which underwent cyclization by the action of one equi
valent of isocyanate to give the [5+5] rigid bicyclic guanidines 2 or
1,3,6-benzothiadiazepino[3,2-a] benzimidazoles 8.