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    Base-mediated cascade reactions of 3-hydroxymethyl-3-propenylindole-2-thiones afforded diolefins and involved deformylation, thioenolate alkylation and the thio-Claisen rearrangement. Subsequent ring-closing metathesis reactions of the diolefins furnished 3-spiro[cyclopentene-indole]-2-thiones or thiepino[2,3-b]indoles.

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    Sengodagounder Muthusamy, Ramasamy Naveen, Muniyappankovilthottam Devaraj Senthil Kumar. Base-mediated cascade synthesis of indole diolefins: a route to spiro[cyclopentene-indole]thiones and thiepino[2,3-b]indoles. Chemical communications (Cambridge, England). 2023 Jul 06;59(55):8560-8563

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    PMID: 37338080

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