Amidine substrates for the reaction can easily be formed from the corresponding
nitriles via the
Pinner reaction. The halide substituent in the diazirine product can be displaced by a various
nucleophiles.[4]
References
^Graham, W. H. (1965-10-01). "The Halogenation of Amidines. I. Synthesis of 3-Halo- and Other Negatively Substituted Diazirines". Journal of the American Chemical Society. 87 (19): 4396–4397.
doi:
10.1021/ja00947a040.
ISSN0002-7863.
^Moss, Robert A.; Wlostowska, Joanna; Guo, Wenjeng; Fedorynski, Michal; Springer, James P.; Hirshfield, Jordan M. (1981). "Mechanism of Graham's reaction". J. Org. Chem. 46 (24): 5048–5050.
doi:
10.1021/jo00337a061.