Rhenium-catalyzed synthetic method of indanes and indenes through the C–C bond cleavage of 1,3-dicarbonyl compounds

[Display omitted] •The reaction of α-alkyl-substituted 1,3-dicarbonyl compounds with alkenes and alkynes in the presence of a rhenium catalyst proceeded through the elimination of the 1,3-dicarbonyl unit, producing the corresponding indanes and indenes.•The indanes and indenes were obtained in moder...

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Veröffentlicht in:Tetrahedron letters 2024-09, Vol.147, p.155212, Article 155212
Hauptverfasser: Mori, Shintaro, Takagishi, Tsubasa, Kurihashi, Chouma, Osaka, Issey, Tsuda, Susumu, Nishiyama, Yutaka
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Sprache:eng
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Zusammenfassung:[Display omitted] •The reaction of α-alkyl-substituted 1,3-dicarbonyl compounds with alkenes and alkynes in the presence of a rhenium catalyst proceeded through the elimination of the 1,3-dicarbonyl unit, producing the corresponding indanes and indenes.•The indanes and indenes were obtained in moderate to good yields.•This reaction is the first example for the rhenium-catalyzed carbon–carbon bond cleavage. When α-alkyl substituted 1,3-dicarbonyl compounds were reacted with alkenes and alkynes in the presence of a rhenium catalyst, the reaction proceeded through the elimination of the 1,3-dicarbonyl unit to form the corresponding indanes and indenes in moderate to good yields, respectively.
ISSN:0040-4039
DOI:10.1016/j.tetlet.2024.155212