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Report | Regular issue | Vol 20, No. 7, 1983, pp.1373-1377
Published online, 1st January, 1970
DOI: 10.3987/R-1983-07-1373
Synthesis of Nitroethylindoles from Nitrovinylindoles by Alkoxyborohydride Reduction

Lawrence I. Kruse and Eileen L. Hilbert

*Chemical Reserch and Development, Smith Kline and French Laboratories, Philadelphia, PA 19101, U.S.A.

Abstract

The reduction of substituted nitrovinylindoles to the corresponding nitroethylindoles proceeds in excellent yield, with the suppression of dimeric Michael byproducts, when an alkoxyborohydride is the reducing agent. A study of the reaction demonstrates the equivalence of preformed sodium trimethoxyborohydride and alkoxyborohydride generated in situ from excess sodium borohydride and methanol.