Ruthenium-Catalyzed Site-selective Enone Carbonyl Directed ortho-C-H Activation of Aromatics and Heteroaromatics with Alkenes

被引：21
|
作者：
Bakthadoss, Manickam [1 ]
Kumar, Polu Vijay [1 ]
机构：
[1] Pondicherry Univ, Dept Chem, Pondicherry 605014, India
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2018年 / 360卷 / 14期
关键词：
ortho-olefinated chalcone; C-H activation; BOND ACTIVATION; HYDROGEN BONDS; OLEFINATION; ARENES; FUNCTIONALIZATION; DERIVATIVES; ALKENYLATION; HETEROCYCLE; COMPLEXES; SCAFFOLDS;
D O I：
10.1002/adsc.201800376
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
An efficient and versatile protocol for enone carbonyl directed ortho C-H activation of aromatics and heteroaromatics with alkenes for the construction of functionalized ortho-olefinated chalcone derivatives in excellent yields in a regio- and stereoselective fashion has been developed for the first time. This general protocol involves chelation assisted oxidative coupling in the presence of ruthenium catalyst through C-H bond activation. This protocol has been further emphasized by the exhibition of functional group tolerance.
引用
收藏
页码：2650 / 2658
页数：9
相关论文
共 50 条
  • [41] Ruthenium-Catalyzed ortho/meta-Selective Dual C-H Bonds Functionalizations of Arenes
    Li, Gang
    Zhu, Biao
    Ma, Xingxing
    Jia, Chunqi
    Lv, Xulu
    Wang, Junjie
    Zhao, Feng
    Lv, Yunhe
    Yang, Suling
    ORGANIC LETTERS, 2017, 19 (19) : 5166 - 5169
  • [42] Highly Site-Selective and Direct Ortho-C-H Nitration, Trifluoromethylation and Cyanation at the C1-Position of Carbazole Frameworks
    Reddy, Ganapam Manohar
    Rao, Naidu Sambasiva
    Hariharasarma, Maheswaran
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 6 (01) : 59 - 62
  • [43] Cp*Co(III)-Catalyzed Ketone-Directed ortho-C-H Activation for the Synthesis of Indene Derivatives
    Dethe, Dattatraya H.
    Nagabhushana, C. B.
    Bhat, Arsheed Ahmad
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (11): : 7565 - 7575
  • [44] Ruthenium-catalyzed intermolecular coupling reactions of arylamines with ethylene and 1,3-dienes:: Mechanistic insight on hydroamination vs ortho-C-H bond activation
    Yi, CS
    Yun, SY
    ORGANIC LETTERS, 2005, 7 (11) : 2181 - 2183
  • [45] ortho-C-H Arylation of Benzoic Acids with Aryl Bromides and Chlorides Catalyzed by Ruthenium
    Biafora, Agostino
    Krause, Thilo
    Hackenberger, Dagmar
    Belitz, Florian
    Goossen, Lukas J.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (47) : 14752 - 14755
  • [46] Remote site-selective C-H activation directed by a catalytic bifunctional template
    Zhang, Zhipeng
    Tanaka, Keita
    Yu, Jin-Quan
    NATURE, 2017, 543 (7646) : 538 - 542
  • [47] Rhodium-Catalyzed PIII-Directed ortho-C-H Borylation of Arylphosphines
    Wen, Jian
    Wang, Dingyi
    Qian, Jiasheng
    Wang, Di
    Zhu, Chendan
    Zhao, Yue
    Shi, Zhuangzhi
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (07) : 2078 - 2082
  • [48] Ruthenium-Catalyzed Ortho-Selective C-H Alkenylation of Aromatic Compounds with Alkenyl Esters and Ethers
    Ogiwara, Yohei
    Tamura, Masaru
    Kochi, Takuya
    Matsuura, Yusuke
    Chatani, Naoto
    Kakiuchi, Fumitoshi
    ORGANOMETALLICS, 2014, 33 (01) : 402 - 420
  • [49] Ruthenium-catalyzed Ortho-selective Aromatic C-H Silylation: Acceptorless Dehydrogenative Coupling of Hydrosilanes
    Sakurai, Toru
    Matsuoka, Yusuke
    Hanataka, Tsurugi
    Fukuyama, Naoaki
    Namikoshi, Takeshi
    Watanabe, Shinji
    Murata, Miki
    CHEMISTRY LETTERS, 2012, 41 (04) : 374 - 376
  • [50] Ruthenium-catalyzed meta/ortho-selective C-H alkylation of azoarenes using alkyl bromides
    Li, Gang
    Ma, Xingxing
    Jia, Chunqi
    Han, Qingqing
    Wang, Ya
    Wang, Junjie
    Yu, Liuyang
    Yang, Suling
    CHEMICAL COMMUNICATIONS, 2017, 53 (07) : 1261 - 1264
12345