Controlled Ru (II) & Rh (III) Catalyzed [4+2] & [4+1] Carbo‐Annulations via C−H Activation Using Sulfoxonium Ylide and Maleimide: Facile Access to Fused Benzoisoindole & Spiroindanone

Abstract A well‐ordered strategy of sulfoxonium ylides as a directing group as well as carbene source for the Ru‐catalysed [4+2] and Rh‐catalysed [4+1] carbo‐annulations with maleimides has been described. These novel methodologies have been successfully established for the synthesis of complex spiroindanones and benzoisoindoles containing compounds by the transition metal‐mediated C−H activation/functionalization reactions. Further, Rh‐catalysed [4+1] annulated compounds were obtained in the absence of any oxidant. A possible rationale for the remarkable divergent selectivity between the two catalysts has been proposed.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2024-09-13
DOI
https://doi.org/10.1002/ejoc.202400885
Citations
2
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Controlled Ru (II) & Rh (III) Catalyzed [4+2] & [4+1] Carbo‐Annulations via C−H Activation Using Sulfoxonium Ylide and Maleimide: Facile Access to Fused Benzoisoindole & Spiroindanone

Y. Prasanna Kumar, Saibal Das, Raju Vaggu, Yarasi Soujanya et al.
2 citations
European Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
0.50
article

Controlled Ru (II) & Rh (III) Catalyzed [4+2] & [4+1] Carbo‐Annulations via C−H Activation Using Sulfoxonium Ylide and Maleimide: Facile Access to Fused Benzoisoindole & Spiroindanone

Y. Prasanna Kumar, Saibal Das, Raju Vaggu, Yarasi Soujanya, René Grée, Akhila Muraharikar
article en
2 citations

Abstract

Abstract A well‐ordered strategy of sulfoxonium ylides as a directing group as well as carbene source for the Ru‐catalysed [4+2] and Rh‐catalysed [4+1] carbo‐annulations with maleimides has been described. These novel methodologies have been successfully established for the synthesis of complex spiroindanones and benzoisoindoles containing compounds by the transition metal‐mediated C−H activation/functionalization reactions. Further, Rh‐catalysed [4+1] annulated compounds were obtained in the absence of any oxidant. A possible rationale for the remarkable divergent selectivity between the two catalysts has been proposed.

European Journal of Organic ChemistryVol. 27(47)
Centre National de la Recherche Scientifique (FR), Indian Institute of Chemical Technology (IN), Université de Rennes (FR), Academy of Scientific and Innovative Research (IN)
Clean water and sanitation
Openalex Percentile: Top 39%
Catalytic C–H Functionalization Methods
0.50
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