Forster Diazoketone Synthesis

M. O. J. Forster, J. Chem. Soc. 107, 260 (1915).

Formation of diazoketones from α-oximinoketones by reaction with chloramine:



M. P. Cava, R. L. Litle, Chem. & Ind. (London) 1957, 367; W. Kirmse et al., Angew. Chem. 69, 106 (1957). Mechanism: J. Meinwald et al., J. Am. Chem. Soc. 81, 4751 (1959). Application to steroids: M. P. Cava, B. R. Vogt, J. Org. Chem. 30, 3776 (1965). Review and applications: F. Weygand, H. J. Bestmann, Angew. Chem. 72, 535 (1960); W. Rundel, ibid. 74, 469 (1962).