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March 10, 2026Advanced Synthesis & Catalysis0 citations

Photocatalyst‐Free, Visible Light‐Driven 6π‐Photocyclization: A Facile Access to Multisubstituted Cyanodihydropyrroles and Cyanopyrroles

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JYJie YangJXJing XieDYDaohong Yu

Key Points

  • To explore a new, photocatalyst-free method for synthesizing polysubstituted cyanodihydropyrroles and cyanopyrroles using visible light.
  • Developed a visible-light-driven, photocatalyst-free 6π-photocyclization process.
  • Synthesis carried out under nitrogen or air atmosphere.
  • Investigated regioselectivity and functional group tolerance during the reaction.
  • Achieved good-to-excellent yields of various polysubstituted cyanodihydropyrroles and cyanopyrroles.
  • Demonstrated formal hydroalkenylation and divergent synthesis capabilities.
  • Provided insights into the mechanisms involving diradical intermediates and H-shifts.

Abstract

A visible‐light‐driven, photocatalyst‐free 6π‐photocyclization of N ‐substituted dieneamines has been developed. Various polysubstituted cyanodihydropyrroles and cyanopyrroles were constructed in good‐to‐excellent yields under nitrogen or air atmosphere. This novel strategy features formal hydroalkenylation, divergent synthesis, excellent regioselectivity, wide functional group tolerance, and operational convenience. Mechanistic studies suggest that both the 1,4‐H shift of the diradical intermediate and the deprotonation/protonation processes may be involved in the transformation.

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Cite This Study

Yang et al. (2026) studied this question.

synapsesocial.com/papers/69af955970916d39fea4cc0fhttps://doi.org/10.1002/adsc.70294
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