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

Abstract

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.

Keywords

Thiophene - Nitroalkenes - Conjugate addition - Cyclization - Aromatization

Publication History

Received: 14 August 2025

Accepted after revision: 01 October 2025

Accepted Manuscript online:
01 October 2025

Article published online:
27 October 2025

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