Metal-free synthesis of isatin oximes: Via radical coupling reactions of oxindoles with t -BuONO in water
A metal-free method for the synthesis of isatin oximes was developed through the radical coupling reactions of oxindoles with t-BuONO. This protocol provides a practical and environmentally benign method for the construction of C-N bonds in water at room temperature without using any other reagents. The advantages of this strategy are its mild reaction conditions and clean procedure.
SYNTHESIS OF SUBSTITUTED THIENOTHIAZOLES AND INDOLOTHIAZOLES
Alkylene-, halo-, and aryl-substituted 2-methylthienothiazoles were obtained by the action of phosphorus pentasulfide on the corresponding 2-acetylamino-3-bromo- or 2-acetylamino-3-hydroxythiophenes in an organic solvent with heating. 2-Oximes of halo- and methyl-substituted isatins were converted by reduction and acetylation into 2-hydroxy-3-acetylaminoindoles, from which 2-methylindolo-thiazoles were obtained by the action of phosphorous pentasulfide with heating in xylene.
Pinkin, L. D.,Dzyubenko, V. G.,Abramenko, P. I.,Shpileva, I. P.
p. 345 - 352
(2007/10/02)
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