1033079-75-2Relevant academic research and scientific papers
Catalytic aza-Wittig cyclizations for heteroaromatic synthesis
Marsden, Stephen P.,McGonagle, Alison E.,McKeever-Abbas, Ben
supporting information; experimental part, p. 2589 - 2591 (2012/09/08)
The first examples of heterocycle synthesis by iminophosphorane formation/intramolecular aza-Wittig cyclizations that are catalytic in the organophosphorus component are reported. The reaction has been demonstrated in the synthesis of both azine (phenanthridine) and azole (benzoxazole) heterocycles. Catalyst loadings down to 1 mol % have been used with little or no loss in reaction efficiency. The intimate involvement of the phosphine oxide in the catalytic cycle has been verified by in situ infrared spectroscopy.
Synthesis of 2-Methyl-4H-1,3-benzoxazin-4-ones and Related Compounds
Stegmann, Hartmut B.,Klotz, Dieter,Weiss, Joachim E.
, p. 4632 - 4636 (2007/10/02)
4H-1,3-benzoxazin-4-ones 2 are smoothly prepared via (acylimino)phosphoranes 1 by intramolecular condensation analogous to a Wittig reaction.Tert. phosphanes are used for the preparation of the (acylimino)phosphoranes 1 which are converted into the corresponding benzoxazines and tert. phosphane oxides, e.g. 2-methyl-4H-1,3-benzoxazin-4-one (2a) which, in spite of some attempts, has not been obtained before.
