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■ Reduction of 3-Hydroxy-3-(3-hydroxyiminobutyl)oxindoles with Sodium Borohydride in the Presence and in the Absence of Cobalt Ion

Noboru Shoji, Yoshikazu Kondo, and Tsunematsu Takemoto*

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan

Abstract

Reduction of 3-hydroxy-3-(3-hydroxyiminobutyl)oxindole (II) and its 1-methyl analog (I) with sodium borohydride afforded the corresponding pyrido[2,3-b]indoles. On the other hand, reduction of I with sodium borohydride in the presence of cobalt ion gave 3-hydroxy-3-(3-hydroxybutyl)-1-methyloxindole (VIII).