FeCl3-Catalyzed C(sp3)-H Heteroarylation Enabled by Photoinduced Ligand-to-Metal Charge Transfer

被引：9

作者：

Li, Pengcheng ^{[1
]}

Tu, Jia-Lin ^{[1
]}

Gao, Han ^{[1
]}

Shi, Chengcheng ^{[1
]}

Zhu, Yining ^{[1
]}

Guo, Lin ^{[1
]}

Yang, Chao ^{[1
]}

Xia, Wujiong ^{[1
,2
]}

机构：

[1] Harbin Inst Technol Shenzhen, Sch Sci, State Key Lab Urban Water Resource & Environm, Shenzhen 518055, Peoples R China

[2] Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Henan, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2024年 / 366卷 / 02期

关键词：

C-H activation; Pyrimidine derivatization; FeCl3; catalysis; photocatalysis; C(sp(2))-C(sp(3)) bond construction; PYRIMIDINE; CATALYSIS; IRON;

D O I：

10.1002/adsc.202301020

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Herein, we report a strategy for pyrimidination of inert alkanes via synergistic visible light-driven redox reaction and FeCl3 catalysis. This transformation involves C-H activation by a chlorine radical generated during the iron-promoted ligand-to-metal charge transfer process, triggering subsequent C-H pyrimidination. The substrates and catalysts are inexpensive and readily available, while the reaction conditions and procedures are simple without the need for external oxidants. This work provides a practical approach for synthesizing pyrimidine derivatives with high structural diversity.

引用

页码：220 / 224

页数：5

共 50 条

[21] Iron-Catalyzed Multicomponent C-H Alkylation of in Situ Generated Imines via Photoinduced Ligand-to-Metal Charge Transfer
Li, Pengcheng
Tu, Jia-Lin
Hu, Ao-Men
Zhu, Yining
Yin, Jiawen
Guo, Lin
Yang, Chao
Xia, Wujiong
ORGANIC LETTERS, 2024, 26 (30) : 6347 - 6352
[22] Ligand-Enabled Pd(II)-Catalyzed Bromination and Iodination of C(sp3)-H Bonds
Zhu, Ru-Yi
Saint-Denis, Tyler G.
Shao, Ying
He, Jian
Sieber, Joshua D.
Senanayake, Chris H.
Yu, Jin-Quan
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (16) : 5724 - 5727
[23] Ligand-Enabled, Palladium-Catalyzed β-C(sp3)-H Arylation of Weinreb Amides
Park, Hojoon
Chekshin, Nikita
Shen, Peng-Xiang
Yu, Jin-Quan
ACS CATALYSIS, 2018, 8 (10): : 9292 - 9297
[24] Rhodium-catalyzed enantioselective in situ C(sp3 )-H heteroarylation by a desymmetrization approach
Shi, Yujia
Qiao, Yan
Xie, Pengfei
Tian, Miaomiao
Li, Xingwei
Chang, Junbiao
Liu, Bingxian
CHINESE CHEMICAL LETTERS, 2024, 35 (10)
[25] β-C(sp3)-H chlorination of amide derivatives via photoinduced copper charge transfer catalysis
Yuhang He
Chao Tian
Guanghui An
Guangming Li
ChineseChemicalLetters, 2024, 35 (02) : 389 - 393
[26] β-C(sp3) -H chlorination of amide derivatives via photoinduced copper charge transfer catalysis
He, Yuhang
Tian, Chao
An, Guanghui
Li, Guangming
CHINESE CHEMICAL LETTERS, 2024, 35 (02)
[27] Accelerated Electrophotocatalytic C(sp3)-H Heteroarylation Enabled by an Efficient Continuous-Flow Reactor
Ioannou, Dimitris I.
Capaldo, Luca
Sanramat, Jiri
Reek, Joost N. H.
Noel, Timothy
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2023, 62 (52)
[28] Photochemical diazidation of alkenes enabled by ligand-to-metal charge transfer and radical ligand transfer
Kang-Jie Bian
Shih-Chieh Kao
David Nemoto
Xiao-Wei Chen
Julian G. West
Nature Communications, 13
[29] Photochemical diazidation of alkenes enabled by ligand-to-metal charge transfer and radical ligand transfer
Bian, Kang-Jie
Kao, Shih-Chieh
Nemoto, David, Jr.
Chen, Xiao-Wei
West, Julian G.
NATURE COMMUNICATIONS, 2022, 13 (01)
[30] Metal-Free Radical-Mediated C(sp3)-H Heteroarylation of Alkanes
Shao, Xin
Wu, Xinxin
Wu, Shuo
Zhu, Chen
ORGANIC LETTERS, 2020, 22 (19) : 7450 - 7454

← 1 2 3 4 5 →