Journal of the American Chemical Society

3-Hydroxymethylindoles

E Leete

Index: Leete Journal of the American Chemical Society, 1959 , vol. 81, p. 6023,6025

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Citation Number: 79

Abstract

3-Hydroxymethylindoles substituted with methyl and phenyl groups on the pyrrole ring have been prepared by the reduction of the corresponding 3-indole aldehydes with sodium borohydride. These compounds, which are vinylogs of carbinolamines, were reduced to the corresponding 3-methyl derivatives with lithium aluminum hydride only when the indole nitrogen was unsubstituted. The ease with which they split out formaldehyde to yield 3, 3'- ...