Ru(ii)-Catalyzed C-H bond activation/annulation of N-iminopyridinium ylides with sulfoxonium ylides

被引：9
作者：
Li, Xiang [1 ,2 ]
Li, Danlu [1 ]
Zhang, Xiaofei [1 ,2 ]
机构：
[1] Shaanxi Univ Sci & Technol, Coll Chem & Chem Engn, Shaanxi Key Lab Chem Addit Ind, Xian 710021, Peoples R China
[2] Shaanxi Univ Sci & Technol, Shaanxi Key Lab Chem Addit Ind, Xian 710021, Shaanxi, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2022年 / 20卷 / 07期
基金：
中国国家自然科学基金;
关键词：
DIAZO-COMPOUNDS; ALKYNES; ISOCOUMARINS; ANNULATION; ALKENYLATION; CONSTRUCTION; BENZAMIDES; ARENES;
D O I：
10.1039/d1ob02427b
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A Ru(ii)-catalyzed C-H bond activation/annulation of N-iminopyridinium ylides with sulfoxonium ylides has been developed for the synthesis of diverse functionalized isocoumarin derivatives. This method features broad substrate scope, high functional group tolerance, simple operation and silver salt-free conditions. Furthermore, the synthetic utility of this method is demonstrated by the alkenylation of the product and efficient synthesis of biologically active thunberginol A.
引用
收藏
页码：1475 / 1479
页数：5
相关论文
共 50 条
  • [21] Ru(ii)-catalyzed C6-selective C-H acylmethylation of pyridones using sulfoxonium ylides as carbene precursors
    Fu, Yangjie
    Wang, Zhaohui
    Zhang, Qiyu
    Li, Zhiyu
    Liu, Hong
    Bi, Xiaoling
    Wang, Jiang
    RSC ADVANCES, 2020, 10 (11) : 6351 - 6355
  • [22] Ruthenium(II)-Catalyzed Homocoupling of Weakly Coordinating Sulfoxonium Ylides via C-H Activation/Annulations: Synthesis of Functionalized Isocoumarins
    Zhou, Ming-Dong
    Peng, Zhen
    Wang, He
    Wang, Zhao-Hui
    Hao, Da-Jin
    Li, Lei
    ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (22) : 5191 - 5197
  • [23] Cp*Co(iii)-catalyzed C-H amination/annulation cascade of sulfoxonium ylides with anthranils for the synthesis of indoloindolones
    Aher, Yogesh N.
    Pawar, Amit B.
    CHEMICAL COMMUNICATIONS, 2021, 57 (58) : 7164 - 7167
  • [24] Recent Applications of -Carbonyl Sulfoxonium Ylides in Rhodium- and Iridium-Catalyzed C-H Functionalizations
    Wu, Xiaopeng
    Sun, Song
    Yu, Jin-Tao
    Cheng, Jiang
    SYNLETT, 2019, 30 (01) : 21 - 29
  • [25] Rhodium(III)-catalyzed annulative coupling between arenes and sulfoxonium ylides via C-H activation
    Zheng, Guangfan
    Tian, Miaomiao
    Xu, Youwei
    Chen, Xiaohong
    Li, Xingwei
    ORGANIC CHEMISTRY FRONTIERS, 2018, 5 (06): : 998 - 1002
  • [26] Ruthenium-catalyzed C-H Functionalization/Annulation of N-Aryl Indazoles/Phthalazines with Sulfoxonium Ylides to access Tetracyclic-fused Cinnolines
    Pan, Changduo
    Yuan, Cheng
    Yu, Jin-Tao
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 11 (08)
  • [27] Rhodium-catalyzed C-H activation/cyclization of enaminones with sulfoxonium ylides toward polysubstituted naphthalenes
    Wang, Zhenlian
    Xu, Huang
    TETRAHEDRON LETTERS, 2019, 60 (09) : 664 - 667
  • [28] Ruthenium(II)-Catalyzed C-H Acylmethylation between (Hetero)arenes and α-Cl Ketones/Sulfoxonium Ylides
    Li, Huihui
    Wu, Chenglin
    Liu, Hong
    Wang, Jiang
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (21) : 13262 - 13275
  • [29] Cobalt(iii)-catalyzed C-H amidation of weakly coordinating sulfoxonium ylides and -benzoylketene dithioacetals
    Jia, Qingqian
    Kong, Lingheng
    Li, Xingwei
    ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (06): : 741 - 745
  • [30] Ruthenium-catalyzed coupling of α-carbonyl phosphoniums with sulfoxonium ylides via C-H activation/Wittig reaction sequences
    Chen, Tian
    Ding, Zhiqiang
    Guan, Yuqiu
    Zhang, Ruike
    Yao, Jinzhong
    Chen, Zhangpei
    CHEMICAL COMMUNICATIONS, 2021, 57 (21) : 2665 - 2668
12345