Condensations of Isatin with Acetone by the Knoevenagel Method1

F Braude, HG Lindwall

Index: Braude; Lindwall Journal of the American Chemical Society, 1933 , vol. 55, p. 325

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Citation Number: 32

Abstract

In a recent article it was shown2 that isatin and acetophenone will condense, in the presence of certain bases, to yield 3-hydroxy-3-phenacyloxindole. This reaction suggested the use of other methyl ketones like acetone. Isatin and acetone condense when present with small amounts of diethylamine to yield 3-acetonyl-3-hydroxyoxindole (I). The condensation involves the@-carbonyl of the isatin molecule rather than the nitrogen, for N ...