Catalyst Free Hydroalkoxylation of 3‐(biphenyl‐2‐yl)‐2‐pyridones With Alcohols via Photo‐Cascade Reaction

ABSTRACT A concise method for the synthesis of trans ‐3‐alkoxydibenzo[f,h]isoquinolin‐1‐ones 3 via photo‐cascade hydroalkoxylation of 3‐(2‐biphenylyl)‐2‐pyridones 1 and alcohols 2 was developed. This transformation proceeds through a 6π‐electrocyclization and a 1,5‐H shift, forming an intermediate that subsequently undergoes a hydroalkoxylation upon irradiation at 313 nm. Notably, this one‐step method proceeds under mild, catalyst‐free conditions, providing a simple and efficient synthetic pathway with high atom economy and good yields.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2026-05-01
DOI
https://doi.org/10.1002/ajoc.70422
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Catalyst Free Hydroalkoxylation of 3‐(biphenyl‐2‐yl)‐2‐pyridones With Alcohols via Photo‐Cascade Reaction

Kareem Shah Bukhari, Ding Wang, Zunting Zhang, Arif Ullah et al.
Asian Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
article

Catalyst Free Hydroalkoxylation of 3‐(biphenyl‐2‐yl)‐2‐pyridones With Alcohols via Photo‐Cascade Reaction

Kareem Shah Bukhari, Ding Wang, Zunting Zhang, Arif Ullah, Tao Wang
article en

Abstract

ABSTRACT A concise method for the synthesis of trans ‐3‐alkoxydibenzo[f,h]isoquinolin‐1‐ones 3 via photo‐cascade hydroalkoxylation of 3‐(2‐biphenylyl)‐2‐pyridones 1 and alcohols 2 was developed. This transformation proceeds through a 6π‐electrocyclization and a 1,5‐H shift, forming an intermediate that subsequently undergoes a hydroalkoxylation upon irradiation at 313 nm. Notably, this one‐step method proceeds under mild, catalyst‐free conditions, providing a simple and efficient synthetic pathway with high atom economy and good yields.

Asian Journal of Organic ChemistryVol. 15(5)
Shaanxi Normal University (CN)
Openalex Percentile: Top 9%
Catalytic C–H Functionalization Methods
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