Monatshefte fur Chemie p. 379 - 388 (1988)
Update date:2022-07-30
Topics:
Knittel, Dierk
The cathodic reduction of the O=C-N3-system in aprotic solvent in the presence of anhydrides proves to be a convenient way to triacylammonia derivatives.Using the complexation of Li(+) ions with the acid azide this synthetic methods can start from non-dangerous acid halides.The complex formation constant has been estimated and the chemical stability of N,N-diacylamides produced has been investigated.Mechanistic details about the role of Li(+)-ions in these electrolyses are given.Further reduction of the triacylammonia derivatives at more negative potentials results in protected aldehydic functions, i.e. 1-acyloxy-1-diacylaminomethanes, in good yields. - Keywords: Acid azides; N,N-Diacylamides; 1-Acyloxy-1-diacetyl-aminomethanes; Lithiumion-azide complexes; Cathodic reduction
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