24762-04-7Relevant articles and documents
Substrate-dependent divergent outcomes from catalytic reactions of silyl-protected enol diazoacetates with nitrile oxides: Azabicyclo[3.1.0]hexanes or 5-arylaminofuran-2(3 H)-ones
Xu, Xinfang,Shabashov, Dmitry,Zavalij, Peter Y.,Doyle, Michael P.
experimental part, p. 5313 - 5317 (2012/08/07)
Dirhodium(II)-catalyzed reactions of silyl-protected enol diazoacetates with nitrile oxides exhibit high nitrile oxide substituent dependence in the production rearrangement products via dipolar cycloaddition and either the Neber rearrangement or the Lossen rearrangement.
Synthesis and Reactivity of N',N'-Disubstituted N-arenesulfonamides
Himbert, Gerhard,Schwickerath, Willi
, p. 2105 - 2118 (2007/10/02)
The synthesis of the amidino azides 3a-k mentioned in the title can be performed by direct chloride/azide exchange of the correspondingly substituted chlorides 1 or by nitrosation of the corresponding hydrazine derivatives 2.The azides 3 show no tendency, to isomerize to the valence tautomeric 5-amino-1-(arylsulfonyl)tetrazoles 4. - The azides 3 react with triphenylphosphane under nitrogen evolution to give the iminophosphoranes 5, while with methylene-active compounds the corresponding diazo compounds and the guanidines 6 are formed.The amidino azides add smoothly to the ynamines 7 to furnish the triazoles 8 which, depending on the substituents, isomerize partly or completely to yield the diazoamidines 9.
