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Issue 44, 2018
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Sulfinates and thiocyanates triggered 6-endo cyclization of o-alkynylisocyanobenzenes

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Abstract

Diverse 2-sulfonyl- and 2-thiocyanato-3-substituted quinolines were synthesized from o-alkynylisocyanobenzenes by nucleophilic addition of the respective sulfinate sodium salts and ammonium thiocyanate to the isocyanide moiety followed by cyclization. The salient features of the methodology include metal-free, ambient temperature and mild reaction conditions, ease of reagent handling, and broad functional group tolerance.

Graphical abstract: Sulfinates and thiocyanates triggered 6-endo cyclization of o-alkynylisocyanobenzenes

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Publication details

The article was received on 20 Sep 2018, accepted on 18 Oct 2018 and first published on 19 Oct 2018


Article type: Paper
DOI: 10.1039/C8OB02338G
Citation: Org. Biomol. Chem., 2018,16, 8553-8558
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    Sulfinates and thiocyanates triggered 6-endo cyclization of o-alkynylisocyanobenzenes

    O. Khaikate, J. Meesin, M. Pohmakotr, V. Reutrakul, P. Leowanawat, D. Soorukram and C. Kuhakarn, Org. Biomol. Chem., 2018, 16, 8553
    DOI: 10.1039/C8OB02338G

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