Regioselective and stereospecific synthesis, crystal structure and NMR assignments of N-[(Z)-1-oxo-1,3-diphenylprop-2-en-2-yl]-4-nitrobenzamide

Abstract

Isomerisation of cis and trans N-acyl-2-benzoyl-3-phenylaziridines to the corresponding N-(E ) and N-[(Z )-1-oxo-1-aryl-3- phenylprop-2-en-2-yl]-4- benzamide, respectively, in the presence of diethyl thiourea is described. The structure of N-[(Z )-1-oxo- 1-phenyl-3-phenylprop-2-en-2-yl]-4-nitrobenzamide is also confirmed by the single crystal X-ray diffraction study. A mechanism for this regiospecific rearrangement is proposed. Show more