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February 26, 2026Organic Letters3 citations

Photocatalytic 1,2,3-Trifunctionalization of β,γ-Unsaturated Ketones via 1,2-Carbonyl Migration to Access Functionalized Indanones

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SYShi-Gang YanYLYi LiSWShuang Wu

Key Points

  • The aim is to develop a photocatalytic method for synthesizing functionalized indanones via rearrangement.
  • Used photocatalytic radical-mediated reactions
  • Involved 1,2-carbonyl migration of unsaturated ketones
  • Sequential processes included radical generation and addition, followed by rearrangement and annulation
  • Occurred in a single reaction step
  • Produced a wide range of valuable functionalized indanones
  • Demonstrated effective 1,2-carbonyl rearrangement
  • Highlighted the utility of rearrangement reactions in organic synthesis

Abstract

Rearrangement reactions are powerful tools in organic synthesis for the construction of new organic molecular scaffolds. Herein we report a photocatalytic radical-mediated 1,2-carbonyl migration of β,γ-unsaturated ketones with α-carbonyl alkyl bromides, producing a wide range of valuable functionalized indanones. This transformation involves a sequential process of alkyl radical generation, radical addition, 1,2-carbonyl rearrangement, annulation, and deprotonation in a single step.

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Cite This Study

Yan et al. (2026) studied this question.

synapsesocial.com/papers/699f956d1bc9fecf3dab3313https://doi.org/10.1021/acs.orglett.6c00457
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