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

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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Journal
Organic Letters
Published
2026-02-24
DOI
https://doi.org/10.1021/acs.orglett.6c00457
Primary Topic
Radical Photochemical Reactions
Type
article
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article

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

Yi Li, Shuang Wu, Peiyuan Wang, Shi-Gang Yan et al.
Organic Letters
Radical Photochemical Reactions
article

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

Yi Li, Shuang Wu, Peiyuan Wang, Shi-Gang Yan, Jin-Heng Li, Ming Hu
article en

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.

Organic LettersVol. 28(9)
Qingdao University of Science and Technology (CN), Ingenierie des Materiaux polymeres (FR), State Key Laboratory of Applied Organic Chemistry, Henan Normal University (CN), Lanzhou University (CN)
Reduced inequalities
Openalex Percentile: Top 44%
Radical Photochemical Reactions
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