Ru(II)-Catalyzed Selective C-H Alkynylation of Isoquinolones, Quinazolones and Phthalazinones with Bromoalkynes

被引：2
|
作者：
Luo, Quan-Jian [1 ]
Wang, Han-Chi [1 ]
Zhang, Jing [1 ]
Li, Jin-Heng [1 ,2 ,3 ]
Sun, Bo [1 ]
机构：
[1] Qingdao Univ Sci & Technol, Coll Chem Engn, State Key Lab Base Ecochem Engn, Qingdao 266042, Shandong, Peoples R China
[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
[3] Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Henan, Peoples R China
来源：
CHINESE JOURNAL OF CHEMISTRY | 2024年 / 42卷 / 15期
关键词：
Ru(II); Alkynylation; Isoquinolones; Bromoalkynes; Heterocyclic compounds; C-H activation; C-C coupling; Synthetic methods; ARENES; COORDINATION; ANNULATION;
D O I：
10.1002/cjoc.202400107
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A new, selective Ru(II)-catalyzed alkynylation reaction of isoquinolones, quinazolones and phthalazinones with readily available bromoalkynes has been developed. This reaction enables the selective construction of a new C(sp(2))-C(sp) bond through C-H activation and C-Br functionalization, and offers an effective and selective route to synthesizing highly valuable alkynylated isoquinolone, quinazolone and phthalazinone derivatives with a wide substrate scope and high selectivity.
引用
收藏
页码：1686 / 1690
页数：5
相关论文
共 50 条
  • [1] Ru(ii)-catalyzed C-H alkynylation of ferrocenes with bromoalkynes directed by carboxamide groups
    Zhao, Ru-Yuan
    Zhang, Jing
    Niu, Rui-Han
    Li, Jin-Heng
    Sun, Bo
    ORGANIC CHEMISTRY FRONTIERS, 2023, 10 (08) : 2007 - 2012
  • [2] Co(III) or Ru(II)-Catalyzed Selective C-H Alkynylation of 2-Pyridones and Their Derivatives with Bromoalkynes
    Luo, Quanjian
    Wang, Hanchi
    Zhou, Jierui
    Wang, Siyuan
    Li, Jinheng
    Sun, Bo
    JOURNAL OF ORGANIC CHEMISTRY, 2024,
  • [3] Cobalt(III)-Catalyzed Directed C-7 Selective C-H Alkynylation of Indolines with Bromoalkynes
    Niu, Rui-Han
    Zhang, Jing
    Zhao, Ru-Yuan
    Luo, Quan-Jian
    Li, Jin-Heng
    Sun, Bo
    ORGANIC LETTERS, 2023, 25 (29) : 5411 - 5415
  • [4] Rh(III) and Ru(II)-Catalyzed Site-Selective C-H Alkynylation of Quinolones
    Kang, Dahye
    Hong, Sungwoo
    ORGANIC LETTERS, 2015, 17 (08) : 1938 - 1941
  • [5] Palladium-catalyzed regioselective C-H alkynylation of indoles with bromoalkynes in water
    Wu, Wanqing
    Fang, Songjia
    Jiang, Guangbin
    Li, Meng
    Jiang, Huanfeng
    ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (13) : 2200 - 2204
  • [6] Cobalt(III)-Catalyzed C-H Alkynylation with Bromoalkynes under Mild Conditions
    Sauermann, Nicolas
    Gonzalez, Maria J.
    Ackermann, Lutz
    ORGANIC LETTERS, 2015, 17 (21) : 5316 - 5319
  • [7] Rhodium-catalyzed direct C-H bond alkynylation of aryl sulfonamides with bromoalkynes
    Hou, Hongcen
    Zhao, Yongli
    Pu, Shouzhi
    Chen, Junmin
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (11) : 2948 - 2953
  • [8] Ru(II)-Catalyzed C-H Hydroxyalkylation and Mitsunobu Cyclization of N-Aryl Phthalazinones
    Kim, Kunyoung
    Han, Sang Hoon
    Jeoung, Daeun
    Ghosh, Prithwish
    Kim, Saegun
    Kim, Seung Jun
    Ku, Jin-Mo
    Mishra, Neeraj Kumar
    Kim, In Su
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (04): : 2520 - 2531
  • [9] Ru(II)-Catalyzed Divergent C-H Alkynylation Cascade with Bifunctional α-Alcohol Haloalkynes
    Zhang, Qiaoya
    Li, Yinling
    Chen, Yabo
    Jiang, Jiahua
    Liu, Yuan
    Luo, Jiye
    Gao, Yang
    Huo, Yanping
    Chen, Qian
    Li, Xianwei
    ORGANIC LETTERS, 2024, 26 (11) : 2186 - 2191
  • [10] Transition-Metal-Catalyzed Selective Alkynylation of C-H Bonds
    Suseelan Sarala, Anjana
    Bhowmick, Suman
    de Carvalho, Renato L.
    Al-Thabaiti, Shaeel Ahmed
    Mokhtar, Mohamed
    da Silva Junior, Eufranio N.
    Maiti, Debabrata
    ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (22) : 4994 - 5027
12345