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Issue 31, 2017
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A metal-free cascade reaction of β-halo-α,β-unsaturated aldehydes and 1,4-dithiane-2,5-diols: synthesis of polycyclic 2-formylthiophenes

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Abstract

A metal-free cascade reaction strategy has been developed for the synthesis of novel polycyclic 2-formylthiophenes from β-halo-α,β-unsaturated aldehydes and 1,4-dithiane-2,5-diols. A recyclable polymer supported organic base was used to perform the reaction process. This synthetic protocol was applied to synthesize several novel polycyclic thiophenes including steroidal D-ring annelated thiophene. Our synthetic strategy provides a high yield of thiophenes, avoids a tedious work-up procedure and minimizes the formation of waste.

Graphical abstract: A metal-free cascade reaction of β-halo-α,β-unsaturated aldehydes and 1,4-dithiane-2,5-diols: synthesis of polycyclic 2-formylthiophenes

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Publication details

The article was received on 05 Jul 2017, accepted on 13 Jul 2017 and first published on 13 Jul 2017


Article type: Communication
DOI: 10.1039/C7OB01641G
Citation: Org. Biomol. Chem., 2017,15, 6470-6473
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    A metal-free cascade reaction of β-halo-α,β-unsaturated aldehydes and 1,4-dithiane-2,5-diols: synthesis of polycyclic 2-formylthiophenes

    L. Goswami, K. Neog, K. Sharma and P. Gogoi, Org. Biomol. Chem., 2017, 15, 6470
    DOI: 10.1039/C7OB01641G

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