Visible-light-induced cascade chromone cyclization/chalcogenation to access 3-chalcogenyl-chromones using elemental sulfur/selenium

被引：2

作者：

Guo, Tao ^{[1
]}

Gao, Chuanhu ^{[1
]}

Li, Zhonghui ^{[1
]}

Hu, Penghua ^{[1
]}

Chen, Huan ^{[2
]}

Han, Shulei ^{[2
]}

Zhao, Yunhui ^{[3
]}

Zhu, Congjun ^{[1
]}

机构：

[1] Henan Univ Technol, Sch Chem & Chem Engn, Zhengzhou 450001, Henan, Peoples R China

[2] China Natl Tobacco Qual Supervis & Test Ctr, Key Lab Tobacco Biol Effects, Zhengzhou 450001, Peoples R China

[3] Hunan Univ Sci & Technol, Sch Chem & Chem Engn, Xiangtan 411201, Hunan, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2024年 / 60卷 / 99期

关键词：

C-H CHALCOGENATION;

D O I：

10.1039/d4cc04609a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A mild and efficient visible-light-induced cascade undergoing a chromone cyclization/chalcogenation at room temperature has been developed. This three-component reaction employs user-friendly elemental S8 and Se as the chalcogenide source, providing an attractive route for the convenient synthesis of 3-chalcogenyl-chromones with a wide substrate scope and good functional group tolerance.

引用

页码：14866 / 14869

页数：4

共 39 条

[1] The Domino Chromone Annulation and a Transient Halogenation-Mediated C-H Alkenylation toward 3-Vinyl Chromones [J].

Fu, Leiqing ;

Xu, Zhongrong ;

Wan, Jie-Ping ;

Liu, Yunyun .

ORGANIC LETTERS, 2020, 22 (24) :9518-9523

[2]

FuL Q., 2020, Org. Lett., V22, P9518

[3] Photo-induced copper-catalyzed C-H chalcogenation of azoles at room temperature [J].

Gandeepan, Parthasarathy ;

Mo, Jiayu ;

Ackermann, Lutz .

CHEMICAL COMMUNICATIONS, 2017, 53 (43) :5906-5909

[4] Synthesis of the dibenzo[b,d]azepine skeleton via a catalyst-free ring expansion domino reaction [J].

Guo, Tao ;

Hu, Penghua ;

Li, Jiaxin ;

Zhou, Yujia ;

Zhang, Panke ;

Zhao, Yunhui ;

Zhu, Congjun .

GREEN CHEMISTRY, 2024, 26 (07) :3786-3790

[5] Oxidative dual C-H selenation of imidazoheterocycles with ethers or alkanes using selenium powder via a radical pathway [J].

Guo, Tao ;

Wei, Xu-Ning ;

Liu, Yu ;

Zhang, Pan-Ke ;

Zhao, Yun-Hui .

ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (09) :1414-1422

[6] Thermoinduced Free-Radical C-H Acyloxylation of Tertiary Enaminones: Catalyst-Free Synthesis of Acyloxyl Chromones and Enaminones [J].

Guo, Yanhui ;

Xiang, Yunfeng ;

Wei, Li ;

Wan, Jie-Ping .

ORGANIC LETTERS, 2018, 20 (13) :3971-3974

[7]

GuoT, 2023, Chem. Commun., V59, P12455

[8]

GuoT, 2020, Chem. Commun., V56, P5751

[9] Direct Allylic C(sp3)-H and Vinylic C(sp2)-H Thiolation with Hydrogen Evolution by Quantum Dots and Visible Light [J].

Huang, Cheng ;

Ci, Rui-Nan ;

Qiao, Jia ;

Wang, Xu-Zhe ;

Feng, Ke ;

Chen, Bin ;

Tung, Chen-Ho ;

Wu, Li-Zhu .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2021, 60 (21) :11779-11783

[10] Discovery of Novel Chromone Derivatives Containing a Sulfonamide Moiety as Anti-ToCV Agents through the Tomato Chlorosis Virus Coat Protein-Oriented Screening Method [J].

Jiang, Donghao ;

Chen, Jixiang ;

Zan, Ningning ;

Li, Chunyi ;

Hu, Deyu ;

Song, Baoan .

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2021, 69 (41) :12126-12134

← 1 2 3 4 →