<i>tert</i>-BUTYL (2S)-(<i>p</i>-TOLYLSULFONYLOXY)PROPIONATE – A SUITABLE REAGENT FOR THE DIRECT ALKYLATION OF INDOLE DERIVATIVES

Authors

  • А. В. Куркин M. V. Lomonosov Moscow State University, Moscow 119992
  • Д. С. Белов M. V. Lomonosov Moscow State University, Moscow 119992
  • М. А. Юровская M. V. Lomonosov Moscow State University, Moscow 119992

DOI:

https://doi.org/10.1007/7205

Keywords:

tert-butyl (2S)-(p-tolylsulfonyloxy)propionate, isatins, nonracemic N-substituted indoles, 1, 2, 3, 4-tetrahydrocarbazoles and γ-carbolines, ethyl (S)-lactate

Abstract

A new method is proposed for the synthesis of indole  derivatives containing a chiral substituent at the nitrogen atom, which includes the direct alkylation of indole derivatives with tert-butyl (2S)-(p-tolyl-sulfonyloxy)propionate, obtained from commercial ethyl (S)-lactate with subsequent conversion to the corresponding p-toluenesulfonyloxy derivative by hydrolysis, and esterification.

How to Cite
Kurkin, A. V.; Belov, D. S.; Yurovskaya, M. A.  Chem. Heterocycl. Compd. 2008, 44, 1123. [Khim. Geterotsikl. Soedin. 2008, 1391.]

For this article in the English edition see DOI 10.1007/s10593-008-0160-z


Downloads

Published

2022-11-24

Issue

No. 9 (2008)

Section

Original Papers