Synthesis
DOI: 10.1055/a-2714-8785
Paper

A New General Synthesis of 2,5-Disubstituted Thiophenes Starting From β-Nitro-β,γ-Unsaturated Ketones and 4-Methoxybenzyl mercaptan

Authors

  • Eleonora Bentivogli

    1   School of Sciences and Technology, Chemistry Division, University of Camerino Via S, Camerino, Italy
  • Iqra Munir

    1   School of Sciences and Technology, Chemistry Division, University of Camerino Via S, Camerino, Italy
  • Muhammad Ehtisham Ibraheem Khan

    2   Chemistry Division, University of Camerino, Camerino, Italy
  • Roberto Ballini

    3   Dipartimento di Scienze Chimiche, Università degli Studi di Camerino, Camerino, Italy
  • Marino Petrini

    4   Chemistry, University of Camerino, Camerino, Italy
  • Alessandro Palmieri

    1   School of Sciences and Technology, Chemistry Division, University of Camerino Via S, Camerino, Italy
Preview

Herein, we report a practical synthesis of 2,5-disubstituted thiophenes. The protocol features an initial base-promoted Michael addition of 4-methoxybenzyl mercaptan to β-nitro-β,γ-unsaturated ketones, followed by an acid-mediated cyclization of the resulting adducts. This one-pot procedure affords the desired thiophene derivatives in good overall yields.



Publication History

Received: 14 August 2025

Accepted after revision: 01 October 2025

Accepted Manuscript online:
01 October 2025

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