A ONE-POT SYNTHESIS OF 3-NITRO-2<i>H</i>-THIOPYRANS AND THEIR SELECTIVE REDUCTION TO 3-NITRO-3,4-DIHYDRO-2<i>H</i>-THIOPYRANS

Authors

  • Ivan D. Karpov Yaroslavl State Technical University, 88 Moskovskiy Ave., Yaroslavl 150023, Russia
  • Aleksei V. Kolobov Yaroslavl State Technical University, 88 Moskovskiy Ave., Yaroslavl 150023, Russia. ITMO university, 49 Build. A Kronverksky Ave., Saint Petersburg 197104
  • Ilia P. Filippov Institute of Chemistry, Saint Petersburg State University, 7/9 University Embankment, Saint Petersburg 199034
  • Nikolai V. Rostovskii Institute of Chemistry, Saint Petersburg State University, 7/9 University Embankment, Saint Petersburg 199034
  • Konstantin L. Ovchinnikov Yaroslavl State Technical University, 88 Moskovskiy Ave., Yaroslavl 150023, Russia

Keywords:

synthesis of 2H-thiopyrans, Lawesson's reagent, β-nitrostyrenes, 2-phenylbenzimidazoline, one-pot synthesis, reduction of 2H-thiopyrans

Abstract

We developed a one-pot method  for the synthesis of non-annealed 3-nitro-2H-thiopyrans based on enamine-3-ones. Reduction of the resulting 3-nitro-2H-thiopyrans with the benzaldehyde/ortho-phenylenediamine system in butanol leads to 3-nitro-3,4-dihydro-2H-thiopyrans.

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Published

2024-08-01

Issue

Vol. 60 No. 5/6 (2024)

Section

Original Papers