Self-Catalyzed, Visible-Light-Induced Selective C3-H Aroylation of Quinoxalin-2(1H)-ones with Arylaldehydes by Air as an Oxidant

被引:0
|
作者
Liu, Wenhao [1 ]
Liu, Xingyuan [1 ]
Liu, Runjiao [1 ]
Zhao, Hanqing [1 ]
Xia, Zihao [1 ]
机构
[1] Beijing Univ Agr, Key Lab Northern Urban Agr, Minist Agr & Rural Affairs, Beijing 102206, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 10期
基金
北京市自然科学基金;
关键词
DECARBOXYLATIVE ACYLATION; METAL; CHEMISTRY; RADICALS; ACIDS;
D O I
10.1021/acs.joc.4c00631
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A self-catalyzed, visible-light-induced, directly selective C3-H aroylation of quinoxalin-2(1H)-ones via energy transfer and hydrogen atom transfer (HAT) catalysis has been developed. The method is highly atom-economical, eco-friendly, and easy to handle. Notably, the reaction proceeded efficiently with ambient air as the sole oxidant at room temperature.
引用
收藏
页码:7233 / 7242
页数:10
相关论文
共 50 条
  • [1] Visible-light-induced aerobic C3-H fluoroalkoxylation of quinoxalin-2(1H)-ones with fluoroalkyl alcohols
    Xu, Xiaobo
    Xia, Chengcai
    Li, Xiaojun
    Sun, Jian
    Hao, Liqiang
    RSC ADVANCES, 2020, 10 (04) : 2016 - 2026
  • [2] Visible-Light-Mediated C3-H Acetalation of Quinoxalin-2(1H)-ones
    Zhang Mengqi
    Nan Guangming
    Zhao Xiaohui
    Wei Wei
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2022, 42 (12) : 4315 - 4322
  • [3] Visible-Light-Induced Direct C-H Amination of Quinoxalin-2(1H)-ones
    Liu, Yanpeng
    Pei, Congcong
    Chen, Xiaoyu
    Zhang, Jianye
    Li, Jingya
    Zou, Dapeng
    Wu, Yangjie
    Wu, Yusheng
    ADVANCED SYNTHESIS & CATALYSIS, 2023, 365 (05) : 709 - 714
  • [4] Visible-light-induced C-H arylation of quinoxalin-2(1H)-ones in H2O
    Bao, Hanyang
    Lin, Ziyun
    Jin, Mengshi
    Zhang, Hongdou
    Xu, Jun
    Chen, Bajin
    Li, Wanmei
    TETRAHEDRON LETTERS, 2021, 66
  • [5] Iron-Catalyzed Direct C3-H Trifluoromethylthiolation of Quinoxalin-2(1H)-ones
    Chen, Xiaoyu
    Geng, Yang
    Zhu, Yu
    Zou, Dapeng
    Wu, Yangjie
    Wu, Yusheng
    ADVANCED SYNTHESIS & CATALYSIS, 2024, 366 (02) : 214 - 219
  • [6] Photoinduced Decarboxylative C3-H Alkylation of Quinoxalin-2(1H)-ones
    Bisoyi, Akash
    Tripathy, Alisha Rani
    Yedase, Girish Suresh
    Sinu, P. Shifana
    Choudhury, Udita
    Yatham, Veera Reddy
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (04): : 2631 - 2641
  • [7] Visible-Light-Induced Recyclable g-C3N4 Catalyzed C-H Hydroxylation of Quinoxalin-2(1H)-ones
    Xie, Long-Yong
    Xie, Qi-Xin
    Chen, Yi-Dan
    Zhou, Jia-Yi
    Peng, Sha
    SYNTHESIS-STUTTGART, 2023, 55 (03): : 443 - 450
  • [8] Catalyst-free visible-light-induced decarbonylative C-H alkylation of quinoxalin-2(1H)-ones
    Shi, Xiaodi
    Cao, Yunpeng
    Liu, Yuxiu
    Niu, Kaikai
    Song, Hongjian
    Zhang, Jingjing
    Wang, Qingmin
    ORGANIC CHEMISTRY FRONTIERS, 2023, 10 (05) : 1296 - 1300
  • [9] Visible-light-induced C-H sulfenylation of quinoxalin-2(1H)-ones with disulfides by sustainable cerium catalysis
    Zhang, Lixi
    Zhang, Pengfei
    Zhu, Dancheng
    Zheng, Kai
    Shen, Chao
    GREEN SYNTHESIS AND CATALYSIS, 2023, 4 (03): : 226 - 230
  • [10] Photoredox Catalyst Free, Visible Light-Promoted C3-H Acylation of Quinoxalin-2(1H)-ones in Water
    Lu, Juan
    He, Xiang-Kui
    Cheng, Xiao
    Zhang, Ai-Jun
    Xu, Guo-Yong
    Xuan, Jun
    ADVANCED SYNTHESIS & CATALYSIS, 2020, 362 (11) : 2178 - 2182