Rh(III)‐Catalyzed Annulative Coupling of Sulfoxonium Ylides with Allyl Acetates: Generation of Bicyclo[4.1.0]heptan‐2‐ones

Chi, Wei; Líu, Hao; Luo, Yi; Dong, Lin

doi:10.1002/ejoc.202300389

Eur J Org Chem

2023

DOI: 10.1002/ejoc.202300389

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Rh(III)‐Catalyzed Annulative Coupling of Sulfoxonium Ylides with Allyl Acetates: Generation of Bicyclo[4.1.0]heptan‐2‐ones

Wei Chi

Hao Líu

Yi Luo

et al.

Abstract: A highly efficient Rhodium(III)‐catalyzed annulative coupling was developed for generating bicyclo[4.1.0] heptan‐2‐ones from sulfoxonium ylides and allyl acetates under mild conditions. This cascade reaction is versatile to construct cyclopropanes, and the starting materials are stable and easily obtainable.

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2024

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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

Vaggu,

Muraharikar,

Bhargav Kumar

et al. 2024

Eur J Org Chem

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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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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

Vaggu,

Muraharikar,

Bhargav Kumar

et al. 2024

Eur J Org Chem

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Rh(III)‐Catalyzed Annulative Coupling of Sulfoxonium Ylides with Allyl Acetates: Generation of Bicyclo[4.1.0]heptan‐2‐ones

Cited by 1 publication

References 97 publications

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

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

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