Photo- and electro-chemical strategies for indazole synthesis

The indazole core is prevalently found in the structures of bioactive molecules, demonstrating promising potential in medicinal chemistry and drug discovery, which therefore has attracted sustained attention from the synthetic community. Over the recent decades, significant progress has been achieved in both organic photocatalysis and electrosynthesis, offering novel approaches for the efficient and sustainable synthesis of various functionalized indazoles. This mini-review highlights the emerging methodological advancements in photo-/electro-chemical synthesis of two common forms of indazole, namely 1H- and 2H-indazoles, which are classified by specific intramolecular bond formation patterns: (1) C–C bond formation, (2) C–N bond formation, and (3) N–N bond formation. The reaction conditions, representative scopes, and mechanistic understandings of these protocols are emphasized, to elucidate the advantages and limitations in current strategies, with an aim to inspire future innovations that may address challenges in modern indazole synthesis.

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Publication Details

Journal
Tetrahedron Chem
Published
2024-12-01
DOI
https://doi.org/10.1016/j.tchem.2024.100116
Citations
12
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
3.00

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article

Photo- and electro-chemical strategies for indazole synthesis

Binbin Huang
12 citations
Tetrahedron Chem
Radical Photochemical Reactions
3.00
article

Photo- and electro-chemical strategies for indazole synthesis

Binbin Huang
article en
12 citations

Abstract

The indazole core is prevalently found in the structures of bioactive molecules, demonstrating promising potential in medicinal chemistry and drug discovery, which therefore has attracted sustained attention from the synthetic community. Over the recent decades, significant progress has been achieved in both organic photocatalysis and electrosynthesis, offering novel approaches for the efficient and sustainable synthesis of various functionalized indazoles. This mini-review highlights the emerging methodological advancements in photo-/electro-chemical synthesis of two common forms of indazole, namely 1H- and 2H-indazoles, which are classified by specific intramolecular bond formation patterns: (1) C–C bond formation, (2) C–N bond formation, and (3) N–N bond formation. The reaction conditions, representative scopes, and mechanistic understandings of these protocols are emphasized, to elucidate the advantages and limitations in current strategies, with an aim to inspire future innovations that may address challenges in modern indazole synthesis.

Tetrahedron ChemVol. 12
Beijing Normal University (CN)
Beijing Normal University
Openalex Percentile: Top 8%
Radical Photochemical Reactions
3.00
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