Exploring Divergent Role of Amine in Chemodivergent Synthesis of 4‐Alkyl/Aryl‐3H‐1,2‐Dithiole‐3‐Thione and Ketothioamide.

  • Published In: Chemistry - A European Journal, 2025, v. 31, n. 12. P. 1 1 of 3

  • Database: Academic Search Ultimate 2 of 3

  • Authored By: Gupta, Ankush; Gururaja, Guddeangadi N. 3 of 3

Abstract

The selective synthesis of 4‐alkyl/aryl‐3H‐1,2‐dithiole‐3‐thione in THF and water‐dependent switchable product ketothioamide is demonstrated. The presented method describes explicitly the synthesis of the extremely rare positional isomer 4‐alkyl/aryl‐3H‐1,2‐dithiole‐3‐thione, a unique structure distinct from another positional isomer, 5‐alkyl/aryl‐3H‐1,2‐dithiole‐3‐thione. The unique umpolung of the nitromethyl group is exploited for solvent‐selective nucleophilic sulfur and amine addition. The dual role of the ‐CBr3 moiety in the substrate as both a synthetic equivalent and an eliminating group is demonstrated. [ABSTRACT FROM AUTHOR]

Additional Information

  • Source:Chemistry - A European Journal. 2025/02, Vol. 31, Issue 12, p1
  • Document Type:Article
  • Subject Area:Physics
  • Publication Date:2025
  • ISSN:0947-6539
  • DOI:10.1002/chem.202404346
  • Accession Number:183923789
  • Copyright Statement:Copyright of Chemistry - A European Journal is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)

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