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.
![Graphical abstract: Base-mediated cascade synthesis of indole diolefins: a route to spiro[cyclopentene-indole]thiones and thiepino[2,3-b]indoles](/en/Image/Get?imageInfo.ImageType=GA&imageInfo.ImageIdentifier.ManuscriptID=D3CC01870A&imageInfo.ImageIdentifier.Year=2023)
S. Muthusamy, R. Naveen and M. D. S. Kumar, Chem. Commun., 2023, 59, 8560 DOI: 10.1039/D3CC01870A
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