Partial reduction of 1-[2-(trimethylsilyl)ethoxy]-2-oxindole (3) with
AlH(iso-Bu)(2) (DIBAL) and subsequent removal of the protecting group
with (n-Bu)(4)NF affords 1-hydroxyindole (1) in sufficiently pure form
to produce reliable spectral data (nmr, ms, and uv) for the first tim
e; this methodology is applicable to the synthesis of other 1-hydroxyi
ndoles.