Visible‐Light‐Catalyzed Ring‐Opening Halogenation of Spiro‐Dihydroquinazolinones Using Perhalogenated Methanes as Halogen Sources

Visible‐light‐catalyzed aromatization‐driven deconstructive bromination and chlorination of spiro‐dihydroquinazolinones are described, with perhalogenated methanes serving as halogenating agents. A series of remotely and site‐specifically bromoalkyl‐ and chloroalkyl‐substituted quinazolin‐4(3H)‐ones were obtained with moderate yields and functional‐group tolerance. A radical pathway involving nitrogen‐centered‐radical‐induced C─C bond cleavage and carbon–halogen bond formation is proposed for this transformation.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2026-04-22
DOI
https://doi.org/10.1002/ejoc.202501240
Primary Topic
Vanadium and Halogenation Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Visible‐Light‐Catalyzed Ring‐Opening Halogenation of Spiro‐Dihydroquinazolinones Using Perhalogenated Methanes as Halogen Sources

Jun-Ru Li, Jia‐Yin Wang, Hao Yan, Mengfan Li et al.
European Journal of Organic Chemistry
Vanadium and Halogenation Chemistry
article

Visible‐Light‐Catalyzed Ring‐Opening Halogenation of Spiro‐Dihydroquinazolinones Using Perhalogenated Methanes as Halogen Sources

Jun-Ru Li, Jia‐Yin Wang, Hao Yan, Mengfan Li, Tao Wang, Jin-Yang Zhan, Shenghu Yan
article en

Abstract

Visible‐light‐catalyzed aromatization‐driven deconstructive bromination and chlorination of spiro‐dihydroquinazolinones are described, with perhalogenated methanes serving as halogenating agents. A series of remotely and site‐specifically bromoalkyl‐ and chloroalkyl‐substituted quinazolin‐4(3H)‐ones were obtained with moderate yields and functional‐group tolerance. A radical pathway involving nitrogen‐centered‐radical‐induced C─C bond cleavage and carbon–halogen bond formation is proposed for this transformation.

European Journal of Organic Chemistry
Linyi University (CN), Changzhou University (CN)
Science and Technology Innovative Research Team in Higher Educational Institutions of Hunan Province
Openalex Percentile: Top 11%
Vanadium and Halogenation Chemistry
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