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February 6, 2026The Journal of Organic Chemistry

Visible Light-Mediated 3 + 2 Cycloadditions of Vinylcyclopropanes with Alkenes/Alkynes Using CBr 4 and an Organic Photocatalyst

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Authors

YSYi SunYYYanting YangXMXuan Ma

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Overview

Visible light-mediated cycloadditions produce cyclopentane derivatives in high yields using a photocatalyst and CBr4.

Key Points

  • To explore the efficiency of an organic photocatalyst in facilitating [3 + 2] cycloadditions of vinylcyclopropanes with alkenes and alkynes.
  • Utilized QXPT-NPy as an organic photocatalyst at 0.5 mol %
  • Employed CBr4 as a bromine radical precursor at 0.5 mol %
  • Conducted the reaction under 420 nm blue LED irradiation
  • Analyzed the efficiency across various alkenes and alkynes
  • Achieved cycloadditions with yields up to 97%
  • Produced cyclopentane and cyclopentene derivatives
  • Maintained a high diastereomeric ratio of 95:5

Cite This Study

Sun et al. (2026) studied this question.

synapsesocial.com/papers/698584f98f7c464f2300841ahttps://doi.org/10.1021/acs.joc.5c02490
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