COMPARATIVE STUDY OF THE DIFFERENT APPROACHES TO THE SYNTHESIS OF ISATINS WITH A CHIRAL SUBSTITUENT AT THE NITROGEN ATOM

Authors

  • А. В. Куркин M. V. Lomonosov State University, Moscow 11999
  • А. А. Берновская M. V. Lomonosov State University, Moscow 11999
  • М. А. Юровская M. V. Lomonosov State University, Moscow 11999

DOI:

https://doi.org/10.1007/5248

Keywords:

chiral N-arylanilines, isatins with a chiral substituent on the nitrogen atom, the Sandmeyer, Stolle, and Gassman methods, enantioselectivity.

Abstract

Through a comparative study of three different routes to the synthesis of isatins with a chiral substituent on the nitrogen atom it has been shown that better results for preparing the isatins are achieved using the Sandmeyer (>99% ee, yield 50%) rather than the Stolle method (95% ee, yield 16%). The procedure proposed by Gassman for preparing isatins was unsuitable for the compounds described.

How to Cite
Kurkin, A. V.; Bernovskaya, A. A.; Yurovskaya, M. A. Chem. Heterocycl. Compd. 2011, 46, 1208. [Khim. Geterotsikl. Soedin. 2010, 1497.]

For this article in the English edition see DOI 10.1007/s10593-011-0654-y

 

 

 

 

 

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Published

2019-07-08

Issue

No. 10 (2010)

Section

Original Papers