30006-91-8Relevant academic research and scientific papers
Reactions of Heteroaryliminotriphenylphosphoranes with Heterocumulenes: Synthesis and Cycloaddition Reactions of α-N-Heteroaryl-substituted Carbodiimides
Boedeker, J.,Courault, K.,Koeckritz, A.,Koeckritz, P.
, p. 463 - 474 (2007/10/02)
N-α-Heteroaryl-substituted iminotriphenylphosphoranes react with phenylisocyanate, phenylisothiocyanate, and carbon disulfide to symmetrical and unsymmetrical α-heteroarylcarbodiimides.These can not be isolated as monomeres because they behave as 1.3-diazabutadienes predominantly and form 4+2-cycloadducts.The monomeric intermediates cyclodimerize to the 1.3.5-triazines 5 resp. 14 or react by the same scheme both with phenylisocyanate and with phenylisothiocyanate to give the 1.3.5-triazines 4, resp. 12.In competition with this reaction a 2+2-cycloaddition takes place, hence there follow numerous by-products.The structure of 1.3.5- triazines is determined from hydrolysis to guanidines 6 and on the basis of spectroscopic methods.
