Synthesis of <i>N</i>-Fused Polycyclic Indole Derivatives via Ru(II)-Catalyzed C–H Bond Activation and Intramolecular Hydroarylation

Udayanga, D.M. Nirosh; Le, Nghia; Schwirian, Elijah N.; Donnadieu, Bruno; Nash, Kye; Collier, Willard; Webster, Charles Edwin; Cui, Xin

doi:10.1021/acs.orglett.3c03757

Org. Lett.

2023

DOI: 10.1021/acs.orglett.3c03757

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Synthesis of N-Fused Polycyclic Indole Derivatives via Ru(II)-Catalyzed C–H Bond Activation and Intramolecular Hydroarylation

D.M. Nirosh Udayanga,

Nghia Le,

Elijah N. Schwirian

et al.

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2024

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Cited by 3 publications

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Cp*Rh(III)‐Catalyzed Divergent Synthesis of N‐Heterocycles with N‐Methoxyindoleamides and Isoxazolones

Shen,

Zou,

Chen

et al. 2024

Adv Synth Catal

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A method for synthesizing pyrimido[1,2‐a]indol‐4‐ol heteroarenes via a Cp*Rh(III)‐catalyzed cascade C‐H activation/annulation strategy employing N‐methoxyindoleamides and isoxazolones is developed. Also, a framework of 3‐methoxy‐2,3‐dihydro‐[1,3,5]triazino[1,2‐a]indole‐4,10‐dione was successfully synthesized via a Cp*Rh‐catalyzed C‐H activation/annulation/oxidation reaction between N‐(methyloxy)‐1H‐indole‐1‐carboxamide and isoxazolones. These reactions demonstrated the suitability of several substrates, compatibility with numerous functional groups, and mild reaction conditions. Preliminary mechanistic investigations have been completed.

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Cp*Rh(III)‐Catalyzed Divergent Synthesis of N‐Heterocycles with N‐Methoxyindoleamides and Isoxazolones

Shen,

Zou,

Chen

et al. 2024

Adv Synth Catal

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A Lewis Acid-Catalyzed Cascade Synthesis of Fused N-Heterocycles from 2-Alkynylanilines and 2-Formylbenzonitriles: Unveiling Iminoisoindoloindolone and Its Derivatives

Arandhara,

Chutia,

Biswas

et al. 2024

J. Org. Chem.

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DLPNO-CCSD(T) and DFT study of the acetate-assisted C–H activation of benzaldimine at [RuCl₂(p-cymene)]₂: the relevance of ligand exchange processes at ruthenium(ii) complexes in polar protic media

Ojea,

Ruiz

2024

Dalton Trans.

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Synthesis of N-Fused Polycyclic Indole Derivatives via Ru(II)-Catalyzed C–H Bond Activation and Intramolecular Hydroarylation

Cited by 3 publications

References 41 publications

Cp*Rh(III)‐Catalyzed Divergent Synthesis of N‐Heterocycles with N‐Methoxyindoleamides and Isoxazolones

Cp*Rh(III)‐Catalyzed Divergent Synthesis of N‐Heterocycles with N‐Methoxyindoleamides and Isoxazolones

A Lewis Acid-Catalyzed Cascade Synthesis of Fused N-Heterocycles from 2-Alkynylanilines and 2-Formylbenzonitriles: Unveiling Iminoisoindoloindolone and Its Derivatives

DLPNO-CCSD(T) and DFT study of the acetate-assisted C–H activation of benzaldimine at [RuCl₂(p-cymene)]₂: the relevance of ligand exchange processes at ruthenium(ii) complexes in polar protic media

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Synthesis of N-Fused Polycyclic Indole Derivatives via Ru(II)-Catalyzed C–H Bond Activation and Intramolecular Hydroarylation

Cited by 3 publications

References 41 publications

Cp*Rh(III)‐Catalyzed Divergent Synthesis of N‐Heterocycles with N‐Methoxyindoleamides and Isoxazolones

Cp*Rh(III)‐Catalyzed Divergent Synthesis of N‐Heterocycles with N‐Methoxyindoleamides and Isoxazolones

A Lewis Acid-Catalyzed Cascade Synthesis of Fused N-Heterocycles from 2-Alkynylanilines and 2-Formylbenzonitriles: Unveiling Iminoisoindoloindolone and Its Derivatives

DLPNO-CCSD(T) and DFT study of the acetate-assisted C–H activation of benzaldimine at [RuCl2(p-cymene)]2: the relevance of ligand exchange processes at ruthenium(ii) complexes in polar protic media

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DLPNO-CCSD(T) and DFT study of the acetate-assisted C–H activation of benzaldimine at [RuCl₂(p-cymene)]₂: the relevance of ligand exchange processes at ruthenium(ii) complexes in polar protic media