Palladium catalyzed remote-meta-C-H functionalization of aniline scaffolds

被引:1
|
作者
Srinivas, Dasari [1 ]
Satyanarayana, Gedu [1 ]
机构
[1] Indian Inst Technol IIT Hyderabad, Dept Chem, Kandi 502284, India
关键词
ROOM-TEMPERATURE; BOND ACTIVATION; DIRECTING GROUP; OLEFINATION; ACID; ACETOXYLATION; ARYLATION; TEMPLATE;
D O I
10.1039/d3qo01943h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Here, we report on a microwave-assisted accelerated meta-C-H olefination of aniline derivatives using a simple aliphatic end-on nitrile assembly. Notably, the protocol shows broad substrate compatibility with remarkable regio-selectivity. It also showcases the removal of amide-based linkage and the template to furnish the meta-olefinated aniline derivative.
引用
收藏
页码:1473 / 1478
页数:6
相关论文
共 50 条
  • [41] Transition-metal-catalyzed remote C-H functionalization of thioethers
    Feng, Xiao-Qing
    Wang, He-Cheng
    Li, Zhi
    Tang, Long
    Sun, Xiaoqiang
    Yang, Ke
    RSC ADVANCES, 2022, 12 (17) : 10835 - 10845
  • [42] Palladium-Catalyzed 2-(Neopentylsulfinyl)aniline Directed C-H Acetoxylation and Alkenylation of Arylacetamides
    Barysevich, Maryia, V
    Laktsevich-Iskryk, Marharyta, V
    Krech, Anastasiya, V
    Zhabinskii, Vladimir N.
    Khripach, Vladimir A.
    Hurski, Alaksiej L.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (08) : 937 - 943
  • [43] Chelation-directed remote meta-C-H functionalization of aromatic aldehydes and ketones
    Xie, Shuguang
    Li, Sen
    Ma, Wenqian
    Xu, Xiaohua
    Jin, Zhong
    CHEMICAL COMMUNICATIONS, 2019, 55 (82) : 12408 - 12411
  • [44] Palladium-catalysed directed remote meta-C-H functionalization of arenes using a cyclopentenyl-pyridyl template
    Huang, Jun
    Tang, Jinghong
    Yan, Yifei
    Liu, Zelin
    He, Siquan
    Jin, Zhong
    NEW JOURNAL OF CHEMISTRY, 2024, 48 (34) : 15172 - 15178
  • [45] Controlling Site Selectivity in Palladium-Catalyzed C-H Bond Functionalization
    Neufeldt, Sharon R.
    Sanford, Melanie S.
    ACCOUNTS OF CHEMICAL RESEARCH, 2012, 45 (06) : 936 - 946
  • [46] Easily Modified Directing Groups for the Palladium-Catalyzed C-H Functionalization
    Wang, Yong
    Cheng, Guolin
    Cui, Xiuling
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2012, 32 (11) : 2018 - 2039
  • [47] An Electrophilic Approach to the Palladium-Catalyzed Carbonylative C-H Functionalization of Heterocycles
    Tjutrins, Jevgenijs
    Arndtsen, Bruce A.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (37) : 12050 - 12054
  • [48] Noncovalent Interactions in Palladium(II)-Catalyzed Meta-Selective C-H Functionalization: Mechanistic Insights and Origins of Regioselectivity
    Oliveira, Daniel A. S.
    Braga, Ataualpa A. C.
    CHEMPHYSCHEM, 2024, 25 (24)
  • [49] Pd(ii)-catalyzed meta-C-H bromination and chlorination of aniline and benzoic acid derivatives
    Wang, Hao
    Fu, Lei
    Zhou, Chunlin
    Li, Gang
    CHEMICAL SCIENCE, 2022, 13 (29) : 8686 - 8692
  • [50] Palladium-catalyzed interannular meta-C-H arylation
    Ling, Peng-Xiang
    Chen, Kai
    Shi, Bing-Feng
    CHEMICAL COMMUNICATIONS, 2017, 53 (13) : 2166 - 2169