Recent Advances in the Radical Reactions of Dihydroquinazolinone Derivatives

doi:10.6023/cjoc202501014

Abstract

Ketones, as precursors to dihydroquinazolinone derivatives, are a class of commercially available bulk chemicals and serve as an active scaffold that is widely present in nature. In recent years, dihydroquinazolinone compounds synthesized from ketones as starting materials have proven to be excellent reagents for organic functionalization, with related studies being reported consecutively. These reagents can generate reactive radical intermediates via single-electron transfer (SET) and C—C bond cleavage, subsequently undergoing various chemical transformations to build important organic molecules. This article provides an overview of the recent advancements in free radical reactions involving dihydroquinazolinone compounds derived from ketones, discussing topics such as reaction design, mechanisms, and future research prospects. This article provides an overview of the recent advancements in free radical reactions involving dihydroquinazolinone compounds derived from ketones, discussing topics such as reaction design, mechanisms, and future research prospects.

Key words: dihydroquinazolinone, radical reactions, ketones

Cite this article

Zijie Li, Zheng Hao, Shengyuan Yang, Wenchao Yang, Tao Jin. Recent Advances in the Radical Reactions of Dihydroquinazolinone Derivatives[J]. Chinese Journal of Organic Chemistry, 2025, 45(10): 3644-3654.

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Fig. & Tab. 16

Scheme 1. Organic transformations involving dihydroquinazolinone derivatives

Scheme 2. Hydrogenation alkylation reaction of olefins

Scheme 3. Alkylation-arylation reaction of olefins

Scheme 4. Cascade reaction of alkenes

Scheme 5. Hydrofluoroalkylation reaction of olefins

Scheme 6. Defluoralkylation reaction of trifluoromethyl-sub- stituted alkenes

Scheme 7. Nickel-catalyzed coupling reaction of dihydroquinazolinone with brominated compounds

Scheme 8. Coupling reaction of dihydroquinazolinone with trifluoromethyl reagents

Scheme 9. Photocatalytic reaction of dihydroquinazolinone with alkynyl bromide

Scheme 10. Photocatalytic reaction of dihydroquinazolinone with organic sulfone

Scheme 11. Photocatalytic acylation reaction of dihydroquinazolinone

Scheme 12. Photocatalytic reaction of dihydroquinazolinone with esters

Scheme 13. Photocatalytic ring-opening cross-coupling reaction of spirodihydroquinazolinone

Scheme 14. Photocatalytic ring-opening and halogenation reaction of spirodihydroquinazolinone

Scheme 15. Photocatalytic ring-opening defluorination reaction of spirodihydroquinazolinone

Scheme 16. Photocatalytic ring-opening and amination reaction of spirodihydroquinazolinone

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