Visible-Light-Driven Synthesis of Ester-Substituted Imidazole-Fused Heterocycles via Tandem Radical Cyclization

被引：0

作者：

Yan, Qian ^{[1
,2
]}

Zhang, Mai ^{[1
,2
]}

Yao, Jie ^{[1
,2
]}

Zhuang, Zi-Han ^{[1
,2
]}

Chen, Shi-Hua ^{[1
,2
]}

Yang, Shi-Hai ^{[1
,2
]}

Li, Zhi-Wei ^{[1
,2
]}

Li, Jiang-Sheng ^{[1
,2
]}

机构：

[1] Changsha Univ Sci & Technol, Sch Chem & Pharmaceut Engn, Hunan Prov Key Lab Mat Protect Elect Power & Trans, Changsha 410114, Peoples R China

[2] Changsha Univ Sci & Technol, Sch Chem & Pharmaceut Engn, Hunan Prov Key Lab Cytochem, Changsha 410114, Peoples R China

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2025年

关键词：

Alkenes; Cascade cyclization; Nitrogen heterocycles; Photocatalysis; Radical reactions; ACCESS;

D O I：

10.1002/ajoc.202500479

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel tandem radical cyclization strategy is reported for the efficient synthesis of ester-functionalized imidazole-fused heterocycles. This method leverages visible-light photocatalysis and modular substrate design to achieve high regioselectivity and atom economy. The protocol demonstrates broad compatibility with diverse N-allylimidazoles and bromoacetates, enabling rapid construction of structurally complex products under mild conditions.

引用

页数：6

共 50 条

[41] Tetrahydroxydiboron and Nickel Chloride Cocatalyzed Rapid Radical Cyclization toward Pyrrolizidine and Indolizidine Alkaloids [J].

Yang, Zequn ;

Chen, Longhui ;

Sun, Qi ;

Guo, Minjie ;

Wang, Guangwei ;

Zhao, Wentao ;

Tang, Xiangyang .

JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (05) :3788-3793

[42] Photochemical Synthesis of Succinic Ester-Containing Phenanthridines from Diazo Compounds as 1,4-Dicarbonyl Precursors [J].

Ye, Hai -Bing ;

Zhou, Xu-Yu ;

Li, Lei ;

He, Xiang-Kui ;

Xuan, Jun .

ORGANIC LETTERS, 2022, 24 (32) :6018-6023

[43] Visible-light-promoted radical cascade alkylation/cyclization: access to alkylated indolo/benzoimidazo[2,1-a]isoquinolin-6(5H)-ones [J].

Yu, Wen-Qin ;

Xiong, Bi-Quan ;

Zhong, Long-Jin ;

Liu, Yu .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (48) :9659-9671

[44]

Yu-Xin W., 2025, Curr. Org. Synth, V22, P569

[45] [4+1+1] Annulations of α-Bromo Carbonyls and 1-Azadienes toward Fused Benzoazaheterocycles [J].

Zeng, Rong ;

Shan, Changyu ;

Liu, Ming ;

Jiang, Kun ;

Ye, Ying ;

Liu, Tian-Yu ;

Chen, Ying-Chun .

ORGANIC LETTERS, 2019, 21 (07) :2312-2316

[46] The Application and Pharmaceutical Development of Etomidate: Challenges and Strategies [J].

Zhang, Hao ;

Wu, Ailing ;

Nan, Xichen ;

Yang, Luhan ;

Zhang, Dan ;

Zhang, Zhuo ;

Liu, Hao .

MOLECULAR PHARMACEUTICS, 2024, 21 (12) :5989-6006

[47] Metal-free synthesis of 5-alkylated dihydrobenzimidazo[2,1-a] isoquinolines from pendent unactivated alkenes via double C-H functionalizations [J].

Zhang, Mai ;

Tian, Xiao-Jing ;

Gao, Yi-Han ;

Wen, Ying ;

Xiao, Ting ;

Yu, Zhao-Yuan ;

Li, Jiang-Sheng ;

Li, Zhi-Wei ;

Liu, Wei -Dong .

TETRAHEDRON, 2023, 141

[48] Cu/Pd-Catalyzed Tandem Carbonylative Synthesis of Ester-Containing 3,4-Dihydroquinolin-2(1H)-one Derivatives from Alkyne-Tethered α-Bromocarbonyls [J].

Zhao, Jiajun ;

Wang, Jianwei ;

Wang, Shangyuan ;

Ying, Jun .

JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (19) :14505-14509

[49] Visible-Light-Induced Regioselective Cascade Radical Cyclization of α-Bromocarbonyls: Access to Benzazepine Derivatives [J].

Zhou, Nengneng ;

Zhao, Fangli ;

Wang, Lei ;

Gao, Xiang ;

Zhao, Xiaowei ;

Zhang, Man .

JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (04) :2238-2246

[50] Photocatalytic synthesis of azaheterocycle-fused piperidines and pyrrolidines via tandem difunctionalization of unactivated alkenes [J].

Zhou, Qun-Huai ;

Dai, Jia-Ying ;

Zhao, Wen-Jing ;

Zhong, Xi-Ya ;

Liu, Chun-Yang ;

Luo, Wei-Wei ;

Li, Zhi-Wei ;

Li, Jiang-Sheng ;

Liu, Wei-Dong .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2023, 21 (16) :3317-3322

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