16723-41-4Relevant academic research and scientific papers
α-SUBSTITUTED PHOSPHONATES 68. α-AMINOPHOSPHONATES AND PHOSPHONO-SUBSTITUTED HETEROCYCLES FROM DIETHYL PHOSPHONATE
Koeckritz, Angela,Schnell, Michael
, p. 125 - 134 (2007/10/02)
The easily accessible phosphonate 1 reacts with aliphatic or aromatic amines to give the ureas 2,8.The reaction of these ureas with morpholine has been studied.Quite different reaction products have been isolated or observed depending on reaction time and the amine used for the urea formation.Oxazoles 4,10 are obtained if the ureas 2,8 were prepared from 1 and aliphatic amines or secondary amines.Surprisingly, ureas derived from 1 and aromatic primary amines furnish mixtures of oxazoles 4, guanidines 5, and imidazoles 6 via ringopening-closure sequences which have not been known so far.However, the urea 2i prepared from o-hydroxyaniline gives heterocyclic substituted α-aminophosphonate 7.Under acidic conditions the oxazoles 4,10 are hydrolysed to α-aminophosphonates 11.Key words: Phosphonates; oxazoles; imidazoles; cyclization; NMR data.
Synthesis and Reactions of 1-Formylamino-2,2,2-trichloroethanephosphonates
Scheidecker, S.,Koeckritz, A.,Schnell, M.
, p. 968 - 976 (2007/10/02)
The chemical behaviour of formylamino phosphonates 2, prepared from 1,2,2,2-tetrachloroethylformamid and trialkylphosphites, was investigated.The phosphonate 2b was cleaved under acidic conditions to aminosubstituted phosphonate 3.The phosphonate 2 and 3
