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Ring-opening/annulation reaction of cyclopropyl ethanols: concise access to thiophene aldehydes via C–S bond formation

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Abstract

The synthesis of thiophene aldehydes from easily available cyclopropyl ethanol derivatives and potassium sulfide has been developed. This novel one-pot procedure achieves double C–S bond formation via the cleavage of C–C bonds. This transformation shows good functional group tolerance under mild reaction conditions. Moreover, DMSO acts as the solvent and mild oxidant simultaneously in this reaction.

Graphical abstract: Ring-opening/annulation reaction of cyclopropyl ethanols: concise access to thiophene aldehydes via C–S bond formation

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Publication details

The article was received on 13 Aug 2019, accepted on 30 Sep 2019 and first published on 01 Oct 2019


Article type: Research Article
DOI: 10.1039/C9QO01014A
Org. Chem. Front., 2019, Advance Article

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    Ring-opening/annulation reaction of cyclopropyl ethanols: concise access to thiophene aldehydes via C–S bond formation

    T. Wang, Z. An, Z. Qi, D. Zhuang, A. Chang, Y. Yang and R. Yan, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C9QO01014A

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