Ru(II)-Catalyzed C-H Activation and Annulation Reaction via Carbon-Carbon Triple Bond Cleavage

被引:41
|
作者
Prakash, Rashmi [1 ]
Bora, Bidisha R. [1 ]
Boruah, Romesh C. [1 ]
Gogoi, Sanjib [1 ]
机构
[1] CSIR North East Inst Sci & Technol, Appl Organ Chem Chem Sci & Technol Div, AcSIR, Jorhat 785006, Assam, India
关键词
CATALYZED CLEAVAGE; ALKYNE; FUNCTIONALIZATION; HYDROAMINATION; CONSTRUCTION; QUINAZOLINE; INDOLES; ALKENE;
D O I
10.1021/acs.orglett.8b00643
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An unprecedented Ru(II)-catalyzed C-H activation and annulation reaction, which proceeds via C-C triple bond cleavage, is reported. This reaction of 2-phenyldihydrophthalazinediones with alkynes, which works most efficiently in the presence of bidented ligand 1,3-bis(diphenylphosphino)propane, affords good yields of substituted quinazolines.
引用
收藏
页码:2297 / 2300
页数:4
相关论文
共 50 条
  • [1] Ru(II)-Catalyzed Deoxygenative Formal [3+1+2] Benzannulation of Allyl Alcohols and Acetylenediesters via C-H Activation and Selective Carbon-Carbon Triple Bond Cleavage
    Dethe, Dattatraya H.
    Uike, Amar
    Beeralingappa, Nagabhushana C.
    ORGANIC LETTERS, 2024, 26 (10) : 2013 - 2017
  • [2] Carbon-carbon bond formation via directed C-H activation.
    Sezen, B
    Franz, R
    Sames, D
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 223 : A23 - A23
  • [3] Carbon-Carbon Bond Forming Reactions in Diazines via Transition-Metal-Catalyzed C-H Bond Activation
    Gramage-Doria, Rafael
    Bruneau, Christian
    SYNTHESIS-STUTTGART, 2023, 55 (21): : 3470 - 3486
  • [4] Ru(II)-Catalyzed Tunable Cascade Reaction via C-H/C-C Bond Cleavage
    Yang, Zi
    Yue, Qi
    Yang, Mengqi
    Zhang, Hong
    Cui, Xiuling
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (20): : 12960 - 12970
  • [5] Co(II)-salen catalyzed carbon-carbon bond formation via C-H functionalization for the elaboration of heterocycles
    De Los Santos, Andrew
    Schafer, Andrew
    Blakey, Simon
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 251
  • [6] Asymmetric catalytic carbon-carbon coupling reactions via C-H bond activation
    Yang, Lei
    Huang, Hanmin
    CATALYSIS SCIENCE & TECHNOLOGY, 2012, 2 (06) : 1099 - 1112
  • [7] Investigations directed at catalytic carbon-carbon and carbon-oxygen bond formation via C-H bond activation
    Blackmore, Ian J.
    Semiao, Christopher J.
    Buschhaus, Miriam S. A.
    Patrick, Brian O.
    Legzdins, Peter
    ORGANOMETALLICS, 2007, 26 (20) : 4881 - 4889
  • [8] Recent Developments in Cobalt Catalyzed Carbon-Carbon and Carbon-Heteroatom Bond Formation via C-H Bond Functionalization
    Usman, Muhammad
    Ren, Zhi-Hui
    Wang, Yao-Yu
    Guan, Zheng-Hui
    SYNTHESIS-STUTTGART, 2017, 49 (07): : 1419 - 1443
  • [9] NOVEL CLEAVAGE OF CARBON-CARBON TRIPLE BOND
    FUJITA, H
    ICHII, T
    MURAYAMA, K
    ENDO, R
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1972, 45 (05) : 1581 - +
  • [10] The palladium-catalyzed tandem decarboxylation, carbon-carbon triple bond oxidation and decarbonylative arylation of the benzoxazole C-H bond
    Liu, Dongfang
    Liu, Bin
    Cheng, Jiang
    RSC ADVANCES, 2013, 3 (24): : 9193 - 9196