2-Iminothiopyrans from methylthiobutadiene and isothiocyanates

Authors

  • H. А. Недоля Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033
  • Л. Брандсма Department of Preparative Organic chemistry, Utrecht University, 3584 CX Utrecht
  • Х. Д. Веркpyйссe Department of Preparative Organic chemistry, Utrecht University, 3584 CX Utrecht
  • Б. А. Трофимов Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033

Abstract

We have found a novel and simple approach to synthesis of 2-alkyl-3-(methylthio)-5,6-dihydro-2H-2-thiopyranimines by reactions of isothiocyanates with the carbanion of methylthiobutadiene, generatedin situ when treated with the superbasic system BuLi-t-BuOK. We have established that alkylation of the synthesized thiopyrans with methyliodide in the presence of t-BuOK leads to N-alkyl-1,2-di(methylthio)-2,4-pentadiene-1-imines.

How to Cite
Nedolya, N. A.; Brandsma, L.; Verkruijsse, H.; Trofimov, B. A. Chem. Heterocycl. Compd. 1998, 34, 550. [Khim. Geterotsikl. Soedin. 1998, 34, 626.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF02290937

Published

1998-05-25

Issue

Section

Original Papers