Ruthenium(II)-Catalyzed C-H Allylation of N , N -Dialkylthiobenzamides with Allyl Methyl Carbonate by Sulfur Coordination

被引:0
|
作者
Wang, Runbao [1 ]
Jin, Kun [1 ]
Zhang, Rong [1 ]
Li, Yaming [1 ]
Duan, Chunying [1 ]
Zhao, Liang [1 ]
机构
[1] Dalian Univ Technol, Frontier Sci Ctr Smart Mat, Sch Chem Engn, State Key Lab Fine Chem, Dalian 116024, Peoples R China
基金
中国国家自然科学基金;
关键词
C-H bond activation; directing group; ruthenium catalysis; allylation; thiobenzamides;
D O I
10.1055/a-2415-3708
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This report describes a Ru(II)-catalyzed C-H allylation of N , N -dialkylthiobenzamides with allyl methyl carbonate. The reaction is carried out using [RuCl2 (p-cymene)](2 )in the presence of Cu(OAc)(2) and Ag2O. This method represents the first example of a Ru-catalyzed C-H allylation directed by a sulfur-containing group. As a further advantage, the method is performed in sustainable and ecofriendly MeCN as the solvent.
引用
收藏
页数:4
相关论文
共 50 条
  • [41] Rhodium(III)-catalyzed C-H allylation of indoles with allyl alcohols via β-hydroxide elimination
    Wu, Xiaowei
    Ji, Haitao
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (31) : 5691 - 5698
  • [42] Ruthenium N-heterocyclic-carbene catalyzed diarylation of arene C-H bond
    Yasar, Sedat
    Dogan, Oeznur
    Oezdemir, Ismail
    Cetinkaya, Bekir
    APPLIED ORGANOMETALLIC CHEMISTRY, 2008, 22 (06) : 314 - 318
  • [43] Ruthenium(II)-Catalyzed Sequential C-H/N-H Alkene Annulation Cascade of Phenanthroimidazoles: Synthesis and Photophysical Studies
    Thakur, Rekha
    Paul, Kamaldeep
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (09): : 6016 - 6026
  • [44] Cobalt(II)-catalyzed C-H functionalization using an N,N′-bidentate directing group
    Kommagalla, Yadagiri
    Chatani, Naoto
    COORDINATION CHEMISTRY REVIEWS, 2017, 350 : 117 - 135
  • [45] Ruthenium-catalyzed regiospecific borylation of methyl C-H bonds
    Murphy, Jaclyn M.
    Lawrence, Joshua D.
    Kawamura, Kazumori
    Incarvito, Christopher
    Hartwig, John F.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (42) : 13684 - 13685
  • [46] Ruthenium(II)-Catalyzed Tandem C-H Allylation and [3+2] Dipolar Cycloaddition to Construct Bridged Tetracycles
    Moon, Junghyea
    Ko, Nayoung
    Jang, Seoeun
    Ghosh, Prithwish
    Kim, Hyung Sik
    Mishra, Neeraj Kumar
    Kim, In Su
    ORGANIC LETTERS, 2022, : 8115 - 8119
  • [47] Ruthenium-catalyzed regiospecific borylation of methyl C-H bonds
    Murphy, Jaclyn M.
    Lawrence, Joshua D.
    Kawamura, Kazumori
    Incarvito, Christopher
    Hartwig, John F.
    Journal of the American Chemical Society, 2006, 128 (42): : 13684 - 13685
  • [48] Urazoles as Heterocyclic Directing Groups in Ru(II)-Catalyzed Annulation of N-H/C-H Bonds with Vinylene Carbonate
    Kang, Jungmin
    Park, Jihye
    Singh, Pargat
    Jeong, Taejoo
    Kim, In Su
    JOURNAL OF ORGANIC CHEMISTRY, 2024,
  • [49] Highly Regioselective Aromatic C-H Allylation of N-(Arylmethyl)sulfonimides with Allyl Grignard Reagents Involving Benzylic C-N Cleavage
    Zhu, Meng-Zeng
    Xie, Dong
    Tian, Shi-Kai
    ORGANIC LETTERS, 2021, 23 (17) : 6877 - 6881
  • [50] Micellar Catalysis for Ruthenium(II)-Catalyzed C-H Arylation: Weak-Coordination-Enabled C-H Activation in H2O
    Yetra, Santhivardhana Reddy
    Rogge, Torben
    Warratz, Svenja
    Struwe, Julia
    Peng, Wentao
    Vana, Philipp
    Ackermann, Lutz
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (22) : 7490 - 7494