Additional Reductant-Free Visible-Light-Driven Davis–Beirut-Type Reaction: Access to Indazolin-3-ones from o -Nitrobenzaldimines

Abstract The reduction cyclization of o-nitrobenzaldimines is an important method for the construction of nitrogen-containing heterocycles. However, existing methods typically require additional reducing agents to reduce the nitro groups. Disclosed here is a direct photochemical oxygen atom transfer reaction in which bromoalkanes play a dual role that efficiently constructs a series of indazolin-3-one derivatives in moderate to good isolated yields. The developed protocol boasts a wide substrate scope and excellent step economy and does not require photocatalysts, transition metals, or reductants. Furthermore, scale-up synthesis and derivatization demonstrate the synthetic utility of the developed method.

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Publication Details

Journal
Organic Letters
Published
2026-09-21
DOI
https://doi.org/10.1021/acs.orglett.6c03740
Primary Topic
Radical Photochemical Reactions
Type
article
Field-Weighted Citation Impact
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Additional Reductant-Free Visible-Light-Driven Davis–Beirut-Type Reaction: Access to Indazolin-3-ones from o -Nitrobenzaldimines

Jian‐Qiang Zhao, Shi-ying Wu, Zhen‐Hua Wang, Wei‐Cheng Yuan et al.
Organic Letters
Radical Photochemical Reactions
article

Additional Reductant-Free Visible-Light-Driven Davis–Beirut-Type Reaction: Access to Indazolin-3-ones from o -Nitrobenzaldimines

Jian‐Qiang Zhao, Shi-ying Wu, Zhen‐Hua Wang, Wei‐Cheng Yuan, Dong-Qun Huang, Yong You, Yan-Ping Zhang, Lei Yang
article en

Abstract

Abstract The reduction cyclization of o-nitrobenzaldimines is an important method for the construction of nitrogen-containing heterocycles. However, existing methods typically require additional reducing agents to reduce the nitro groups. Disclosed here is a direct photochemical oxygen atom transfer reaction in which bromoalkanes play a dual role that efficiently constructs a series of indazolin-3-one derivatives in moderate to good isolated yields. The developed protocol boasts a wide substrate scope and excellent step economy and does not require photocatalysts, transition metals, or reductants. Furthermore, scale-up synthesis and derivatization demonstrate the synthetic utility of the developed method.

Organic Letters
Chengdu University (CN)
Industry, innovation and infrastructure
Openalex Percentile: Top 21%
Radical Photochemical Reactions
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Additional Reductant-Free Visible-Light-Driven Davis–Beirut-Type Reaction: Access to Indazolin-3-ones from o -Nitrobenzaldimines — Jian‐Qiang Zhao, Shi-ying Wu, et al. · Organic Letters (2026) | TGRS Research Map | TGRS