UNSATURATED CARBOXYLIC ACIDS IN THE ONE-POT SYNTHESIS OF NOVEL DERIVATIVES OF 3,4-DIHYDRO-2<i>H</i>-THIOPYRAN

Authors

  • Екатерина А. Меркулова Yaroslavl State Technical University, 88 Moskovsky Ave., Yaroslavl 150023, Russia
  • Алексей В. Колобов Yaroslavl State Technical University, 88 Moskovsky Ave., Yaroslavl 150023, Russia
  • Константин Л. Овчинников Yaroslavl State Technical University, 88 Moskovsky Ave., Yaroslavl 150023, Russia
  • Виктор Н. Хрусталев RUDN University, 6 Miklukho-Maklaya St., Moscow 117198, Russia; N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia
  • Валентин Г. Ненайденко Lomonosov Moscow State University, 1, Build. 3 Leninskie Gory, Moscow 119991, Russia

DOI:

https://doi.org/10.1007/6020

Keywords:

3, 4-dihydro-2H-thiopyran, itaconic acid, Lawesson's reagent, maleic acid, acylation.

Abstract

The reactions of α,β-unsaturated ketones and Lawesson's reagent with maleic, itaconic, or 5-norbornene-2,3-dicarboxylic acid led to the corresponding 3,4-dihydro-2H-thiopyran anhydrides. As a result of the reaction of methacrylic acid, Lawesson's reagent, and chalcone, 4-methyl-1,8-diphenyl-2,6-dithiabicyclo[2.2.2]octan-3-one is formed. The selectivity of the acylation of amines using the synthesized anhydrides was studied.

Published

2021-03-15

Issue

Section

Original Papers