Reacción #348392

Ecuación de reacción

isatin

isatin

p-toluenesulfonylhydrazine

sodium hydroxide

aluminum oxide

→

3-diazoindol-2(3H)-one

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe corresponding 3-diazoindol-2(3H)-one is prepared in accordance with known procedures

Procedimiento

Once the desired isatin has been obtained, the corresponding 3-diazoindol-2(3H)-one is prepared in accordance with known procedures. See, for example, J. M. Michowski, Tetrahedron Letters, 1773 (1967) and M. P. Cava, et al., J. Am. Chem. Soc., 80, 2257 (1958). The appropriate isatin compound is treated with p-toluenesulfonylhydrazine. The resulting hydrazone then is treated with a base such as aqueous sodium hydroxide or aluminum oxide to give the desired 3-diazoindol-2(3H)-one.

Fuente