Ljubinka Lorenc, Lidija Bondarenko-Gheorghiu and Mihailo Lj. Mihailovic′
J. Chem. Res. (S), 1998, 102-103
DOI:
10.1039/A706570A,
Paper
The olefinic double bond in 17-oxo steroids 1, 5 and 7 is either reduced with diimide very slowly (compound 1) or it cannot be reduced at all (compounds 5 and 7), thus enabling hydrazine (accumulated by disproportionation of the diimide) to react with their respective 17-oxo groups to give hydrazones 3, 6 and 8.