Visible-Light-Induced Synthesis of 1,4-Dicarbonyl Derivatives via Hydrogen Atom Transfer Process

doi:10.6023/cjoc202601023

Chinese Journal of Organic Chemistry ›› 2026, Vol. 46 ›› Issue (8): 3158-3168.DOI: 10.6023/cjoc202601023 Previous Articles Next Articles

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可见光促进通过氢原子转移合成1,4-二羰基衍生物

吴志杰, 周超^*(), 李金山, 徐佳欣, 张义成, 刘杰^*(), 王磊^*()

淮北师范大学化学与化工学院绿色和精准合成化学及应用教育部重点实验室安徽淮北 235000

收稿日期:2026-01-16 修回日期:2026-04-01 发布日期:2026-05-18
通讯作者: 周超, 刘杰, 王磊
基金资助:
国家自然科学基金(22471187); 上海问彩新材料科技有限公司(22100424); 上海问彩新材料科技有限公司(2025340603000216); 安徽省自然科学研究重点项目(2025AHGXZK30556); 及安徽省高等学校优秀青年科学家研究基金(2022AH030060)

Visible-Light-Induced Synthesis of 1,4-Dicarbonyl Derivatives via Hydrogen Atom Transfer Process

Zhijie Wu, Chao Zhou^*(), Jinshan Li, Jiaxin Xu, Yicheng Zhang, Jie Liu^*(), Lei Wang^*()

Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education, School of Chemistry and Chemical Engineering, Huaibei Normal University, Huaibei, Anhui 235000

Received:2026-01-16 Revised:2026-04-01 Published:2026-05-18
Contact: Chao Zhou, Jie Liu, Lei Wang
Supported by:
National Natural Science Foundation of China(22471187); Shanghai Wencai New Materials Technology(22100424); Shanghai Wencai New Materials Technology(2025340603000216); Natural Science Research Key Project of Anhui Province(2025AHGXZK30556); Research Fund of Excellent Young Scientists in Higher Education Institution of Anhui Province(2022AH030060)

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Abstract

A novel visible-light-promoted synthesis of 1,4-dicarbonyl compounds via a hydrogen atom transfer (HAT) process is developed. This method employs readily available starting materials, exhibits broad substrate compatibility, proceeds under mild conditions, and delivers products in good to excellent yields, thereby offering an efficient and practical strategy for accessing this important class of compounds. Moreover, the successful execution of gram-scale reactions and the subsequent transformation of the products into various heterocyclic derivatives underscore its significant synthetic potential.

Key words: visible-light, hydrogen atom transfer (HAT) process, radical reaction, 1,4-dicarbonyl compound

Cite this article

Zhijie Wu, Chao Zhou, Jinshan Li, Jiaxin Xu, Yicheng Zhang, Jie Liu, Lei Wang. Visible-Light-Induced Synthesis of 1,4-Dicarbonyl Derivatives via Hydrogen Atom Transfer Process[J]. Chinese Journal of Organic Chemistry, 2026, 46(8): 3158-3168.

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Fig. & Tab. 7

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Entry	Variation from the standard conditions	Yield^b/%
1	None	83
2	Cat. 1 instead of TBADT	63
3	Cat. 2 instead of TBADT	56
4	Cat. 3 instead of TBADT	51
5	Cat. 4 instead of TBADT	45
6	Cat. 5 instead of TBADT	38
7	DBU instead of Cs₂CO₃	63
8	Na₂CO₃ instead of Cs₂CO₃	39
9	2,6-Lutidine instead of Cs₂CO₃	52
10	PhCl instead of DCE	58
11	DCM instead of DCE	43
12	HFIP instead of DCE	n.r.
13	Without TBADT or light	n.r.

Entry	Variation from the standard conditions	Yield^b/%
1	None	83
2	Cat. 1 instead of TBADT	63
3	Cat. 2 instead of TBADT	56
4	Cat. 3 instead of TBADT	51
5	Cat. 4 instead of TBADT	45
6	Cat. 5 instead of TBADT	38
7	DBU instead of Cs₂CO₃	63
8	Na₂CO₃ instead of Cs₂CO₃	39
9	2,6-Lutidine instead of Cs₂CO₃	52
10	PhCl instead of DCE	58
11	DCM instead of DCE	43
12	HFIP instead of DCE	n.r.
13	Without TBADT or light	n.r.

可见光促进通过氢原子转移合成1,4-二羰基衍生物

Visible-Light-Induced Synthesis of 1,4-Dicarbonyl Derivatives via Hydrogen Atom Transfer Process

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Fig. & Tab. 7

References 27

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