Visible-Light-Induced Ru-Catalyzed Ortho C−H Diarylation of 2-Phenyl-2H-Indazoles and 1-Phenyl-1H-Pyrazoles

Abstract C–H functionalization is unlocking new avenues in molecular design by transforming the inert carbon–hydrogen bond into a versatile handle for creating complex and value-added compounds with remarkable precision. Taking this into account, we have developed a new ruthenium-catalyzed mild, one-step, robust methodology for ortho C−H diarylation of 2-phenyl-2H-indazoles using aryl iodides as an arylating reagent under photo-mediated conditions at room temperature. This approach extends seamlessly to another heteroarene, 1-phenyl-1H-pyrazole. The strategy shows broad substrate scope, an extensive range of functional group compatibility, and moderate to excellent yield formation. Furthermore, gram-scale synthesis demonstrates the practical applicability of the method.

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Publication Details

Journal
Synlett
Published
2025-09-19
DOI
https://doi.org/10.1055/a-2705-9302
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Visible-Light-Induced Ru-Catalyzed Ortho C−H Diarylation of 2-Phenyl-2H-Indazoles and 1-Phenyl-1H-Pyrazoles

Abu Taher, Subrata Sinha, Asim Kumar Ghosh, Alakananda Hajra et al.
Synlett
Catalytic C–H Functionalization Methods
article

Visible-Light-Induced Ru-Catalyzed Ortho C−H Diarylation of 2-Phenyl-2H-Indazoles and 1-Phenyl-1H-Pyrazoles

Abu Taher, Subrata Sinha, Asim Kumar Ghosh, Alakananda Hajra, Sumit Ghosh, Frenki Mahato
article en

Abstract

Abstract C–H functionalization is unlocking new avenues in molecular design by transforming the inert carbon–hydrogen bond into a versatile handle for creating complex and value-added compounds with remarkable precision. Taking this into account, we have developed a new ruthenium-catalyzed mild, one-step, robust methodology for ortho C−H diarylation of 2-phenyl-2H-indazoles using aryl iodides as an arylating reagent under photo-mediated conditions at room temperature. This approach extends seamlessly to another heteroarene, 1-phenyl-1H-pyrazole. The strategy shows broad substrate scope, an extensive range of functional group compatibility, and moderate to excellent yield formation. Furthermore, gram-scale synthesis demonstrates the practical applicability of the method.

SynlettVol. 37(02)
Visva-Bharati University (IN), Bankura University (IN)
Openalex Percentile: Top 81%
Catalytic C–H Functionalization Methods
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Visible-Light-Induced Ru-Catalyzed Ortho C−H Diarylation of 2-Phenyl-2H-Indazoles and 1-Phenyl-1H-Pyrazoles — Abu Taher, Subrata Sinha, et al. · Synlett (2025) | TGRS Research Map | TGRS