Md. Velasco et al., Isolation, reactivity and intramolecular trapping of phosphazide intermediates in the Staudinger reaction of tertiary phosphines with azides, TETRAHEDRON, 56(24), 2000, pp. 4079-4084
The Staudinger reaction of the N-substituted o-azidobenzamide 1 with triphe
nylphosphine or diphenylmethylphosphine allows the isolation of the interme
diate phosphazides as crystalline solids, which have been characterized by
spectroscopic methods. These compounds react in aza Wittig type fashion wit
h isocyanates to give unexpectedly the corresponding 1,2,3-benzotriazinone
derivative. Trapping of a Z-phosphazide by intramolecular aza Wittig reacti
on is reported for the first time. (C) 2000 Elsevier Science Ltd. All right
s reserved.