SYNTHESIS OF SULFUR-CONTAINING HETEROCYCLES BY ELECTROPHILIC ADDITION REACTIONS OF DISULFUR DICHLORIDE

Authors

  • Олег А. Ракитин N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991 Nanotechnology Research and Education Center, South Ural State University, 76 Lenina Ave., Chelyabinsk 454080

DOI:

https://doi.org/10.1007/5762

Keywords:

disulfur dichloride, sulfur-containing heterocycles, cyclization, electrophilic addition

Abstract

This review compiles and summarizes approaches to the preparation of heterocyclic systems containing sulfur atoms based on the reactions of disulfur dichloride which acts as an electrophilic reagent. It is shown that as a result of these transformations heterocycles with different numbers of sulfur atoms can be synthesized: 1,2,5-thiadiazoles, 1,2- and 1,4-thiazines, 1,2-dithiols, 1,2,3-dithiazoles, 1,2,3,4,5-pentathiepines, 1,2,3,4,5,6,7-heptathiocanes, and many others. The yields of the products of these reactions depend to a significant extent on the ratio of the reactants, the nature of the solvent, the base used, and the temperature. The exceptional role of disulfur dichloride in the synthesis of various sulfur-containing heterocycles is shown.

Author: Oleg А. Rakitin

Author Biography

Олег А. Ракитин, N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991 Nanotechnology Research and Education Center, South Ural State University, 76 Lenina Ave., Chelyabinsk 454080

Head of the Laboratory

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Published

2020-08-18

Issue

Vol. 56 No. 7 (2020): Synthesis and transformations of heterocycles under electrophilic conditions

Section

Review Articles