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Synthesis of 3-(2-Thiopyridiyl)indoles via Ruthenium Catalyzed [2+2+2] Cycloaddition of Diynes and 3-Thiocyanatoindoles

Abstract

A highly efficient protocol for the synthesis of 3-(2-thiopyridiyl)indoles via ruthenium(II) catalyzed [2+2+2] cycloaddition reaction of α, ω diynes with 3-thiocyanatoindoles under mild reaction conditions has been developed. A variety of 3-(2-thiopyridiyl)indoles derivatives were prepared by the reaction of the aforesaid substrates in presence of a readily available chloro(pentamethylcyclopentadienyl)(cyclooctadiyne)ruthenium(II) catalyst in ethanol with good to excellent yields. This atom economical methodology provides us efficient access to 3-(2-thiopyridiyl)indole skeletons with close structural similarity to other pyridiyl indole thioethers that have potential medicinal value.

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Publication details

The article was received on 05 May 2017, accepted on 16 Jun 2017 and first published on 16 Jun 2017


Article type: Paper
DOI: 10.1039/C7OB01101F
Citation: Org. Biomol. Chem., 2017, Accepted Manuscript
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    Synthesis of 3-(2-Thiopyridiyl)indoles via Ruthenium Catalyzed [2+2+2] Cycloaddition of Diynes and 3-Thiocyanatoindoles

    H. Chowdhury and A. Goswami, Org. Biomol. Chem., 2017, Accepted Manuscript , DOI: 10.1039/C7OB01101F

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