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April 5, 2026Organic Letters2 citations

Visible Light-Induced Synthesis of Esterified Quinolines and Pyrrolidones Controlled by Different Electrical Anilines

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XPXiaoyu PanLZLi ZhangLWLe Wu

Key Points

  • The aim is to develop a photocatalyst-free method for synthesizing esterified quinolines and pyrrolidones using visible light.
  • Utilized visible light to induce radical cyclization
  • Generated 2-(phenylimino)acetates and 2-(phenylamino)fumarates
  • Conducted mechanism studies and DFT calculations to confirm intermediate processes
  • Synthesized a small library of compounds (42 examples) under mild conditions.
  • Achieved diverse assembly of esterified quinolines and pyrrolidones
  • Demonstrated high functional group tolerance
  • Validated dual intermediate transformation through mechanism studies

Abstract

We report a visible light-induced radical cyclization strategy by in situ formation of 2-(phenylimino)acetates and 2-(phenylamino)fumarates under mild, photocatalyst-free conditions. This operationally simple protocol allows the rapid and divergent assembly of a small library of esterified quinolines and pyrrolidone skeletons (42 examples) with outstanding functional group tolerance, especially for the construction of heteroaroyl/polyaryl-fused quinolines and fluoroalkylated pyrrolidones. Mechanism studies and DFT calculations have verified the in situ generation and transformation process of the dual intermediates.

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Cite This Study

Pan et al. (2026) studied this question.

synapsesocial.com/papers/69d1fd4ea79560c99a0a3508https://doi.org/10.1021/acs.orglett.6c00898
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