Pronounced ionic liquid effect in the synthesis of biologically active isatin-3-oxime derivatives under acid catalysis

…, AAM Lapis, BV da Silva, RS Bastos, J Dupont…

Index: Pinto, Angelo C.; Lapis, Alexandre A. Moreira; da Silva, Barbara Vasconcellos; Bastos, Renato S.; Dupont, Jairton; Neto, Brenno A.D. Tetrahedron Letters, 2008 , vol. 49, # 39 p. 5639 - 5641

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Citation Number: 59

Abstract

An efficient method was developed for the preparation of isatin-3-oxime derivatives with Bronsted and/or Lewis acids in imidazolium-based ionic liquids. Isatin-3-oxime bearing the electron donating methoxy group was equally obtained in good yields. The pronounced ionic liquid effect avoids the direct formation of isatin in the acidified media and the reaction leads exclusively to isatin-3-oxime derivatives.