Tandem Synthesis of 1,2,3-Thiadiazoles with 3,4-Dichloroisothiazoles and Hydrazines under External Oxidant- and Sulfur-Free Conditions

Org Lett. 2022 Sep 16;24(36):6599-6603. doi: 10.1021/acs.orglett.2c02595. Epub 2022 Sep 2.

Abstract

1,2,3-Thiadiazoles are among the most important heterocyclic motifs, with wide applications in natural products and medicinal chemistry. Herein, we disclose a tandem reaction for the synthesis of structurally diverse 1,2,3-thiadiazoles from 3,4-dichloroisothiazol-5-ketones and hydrazines. This method is characterized by mild external oxidant- and sulter-free reaction conditions, a broad substrate scope, and easy purification.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biological Products*
  • Hydrazines
  • Ketones
  • Oxidants
  • Sulfur
  • Thiadiazoles*

Substances

  • Biological Products
  • Hydrazines
  • Ketones
  • Oxidants
  • Thiadiazoles
  • Sulfur