Late-stage C-H trifluoroacetylation of quinoxaline-2(1H)-ones using masked trifluoroacyl reagents

被引：0

作者：

Shen, Yawei

Li, Yuan

Wang, Xia

Wei, Jiaoyan

Shen, Yafen

Wu, Lei ^{[1
]}

Luo, Kai ^{[1
]}

机构：

[1] Nanjing Agr Univ, Coll Sci, Jiangsu Key Lab Pesticide Sci, Nanjing 210095, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2025年 / 23卷 / 07期

基金：

中国国家自然科学基金;

关键词：

TRIFLUOROMETHYL KETONES; BIOLOGICAL EVALUATION; METAL; QUINOXALIN-2(1H)-ONES; DESIGN; INHIBITORS; POTENT; FLUORINE; BOND; DERIVATIVES;

D O I：

10.1039/d4ob01945h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A strategy for trifluoroacetylation of quinoxaline-2(1H)-ones has been investigated. This strategy employs masked trifluoroacyl reagents to obtain trifluoroacetylated quinoxaline-2(1H)-ones under metal-, catalyst-, and light-free conditions. This approach is distinguished by its functional group compatibility and tolerance, as well as the simplicity of the experimental process, making it suitable for gram-scale synthesis.

引用

页码：1683 / 1688

页数：6

共 50 条

[1] Iodine(III)-Mediated Trifluoroacetylation of a C(sp2)-H or C(sp)-H Bond with Masked Trifluoroacyl Reagents
Ye, Zhi-Peng
Guo, Meng
Ye, Yong-Qing
Yuan, Chu-Ping
Wang, Hai-Long
Yang, Jing-Song
Chen, Hong-Bin
Xiang, Hao-Yue
Chen, Kai
Yang, Hua
ORGANIC LETTERS, 2024, 26 (24) : 5196 - 5201
[2] Sustainable C-H activation approach for palladium-catalyzed, regioselective functionalization of 1-methyl-3-phenyl quinoxaline-2(1H)-ones in water
Prince
Kumar, Sandeep
Lalji, Ram Sunil Kumar
Gupta, Mohit
Kumar, Prashant
Kumar, Ravindra
Singh, Brajendra K.
ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (45) : 8944 - 8951
[3] Site-specific C-H chalcogenation of quinoxalin-2(1H)-ones enabled by Selectfluor reagent
Yuan, Jin-Wei
Zhang, Yang
Huang, Guang-Chao
Ma, Meng-Yao
Yang, Teng-Yu
Yang, Liang-Ru
Zhang, Shou-Ren
Mao, Pu
Qu, Ling-Bo
ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (24) : 6937 - 6949
[4] DTBP-promoted decarbonylative alkylation of quinoxaline-2(1H)-ones with aldehydes
Wang, Bingqing
Yao, Hua
Zhong, Xiaoyang
Yan, Zhaohua
Lin, Sen
TETRAHEDRON LETTERS, 2021, 64
[5] Late-stage functionalization of 4-arylphthalazin-1(2H)-ones by a regioselective iridium- catalyzed C-H bond amidation reaction
Li, Huimin
Lan, Wenqing
Li, Ruohan
Li, Jianghua
Chen, Junmin
ARKIVOC, 2023,
[6] Late-stage C-H amination of abietane diterpenoids
Ivana Lapuh, Maria
Dana, Alejandro
Di Chenna, Pablo H.
Darses, Benjamin
Duran, Fernando J.
Dauban, Philippe
ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (19) : 4736 - 4746
[7] Electrochemical Oxidative C-H Trifluoromethylation of Quinoxalin-2(1H)-ones and the Performance Evaluation via Electro-descriptors
Guo Xiaolong
Wang Yuxian
Zhao Zhiqiang
Wang Qing
Zuo Jian
Wang Luyao
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2022, 42 (02) : 641 - 649
[8] Photocatalytic Transition-Metal-Free Direct 3-Acetalation of Quinoxaline-2(1H)-ones
Ma, Chunhua
Meng, Hui
Li, Jing
Yang, Xianguang
Jiang, Yuqin
Yu, Bing
CHINESE JOURNAL OF CHEMISTRY, 2022, 40 (22) : 2655 - 2662
[9] 3-(α-Chlorobenzyl)quinoxalin-2(1H)-ones as Versatile Reagents for the Synthesis of 3-Benzylquinoxalin-2(1H)-ones and Thiazolo[3,4-a]quinoxalin-4(5H)-ones
Mamedov, Vakhid A.
Zhukova, Nataliya A.
Syakaev, Victor V.
Beschastnova, Tat'yana N.
Kadyrova, Milyausha S.
Isaeva, Anastasiya O.
Mamedova, Sevil, V
Gavrilova, Elena L.
Latypov, Shamil K.
Sinyashin, Oleg G.
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (08) : 2221 - 2234
[10] Late-stage trifluoromethylthiolation of benzylic C-H bonds
Xu, Wentao
Wang, Wenliang
Liu, Tao
Xie, Jin
Zhu, Chengjian
NATURE COMMUNICATIONS, 2019, 10 (1)

← 1 2 3 4 5 →