Rhodium-Catalyzed Redox-Neutral Olefination of Aryldiazenes with Acrylate Esters via C-H Activation and Transfer Hydrogenation

被引:10
|
作者
Zhang, Xiaofei [1 ]
Zhang, Bin [2 ,3 ]
Li, Xingwei [2 ,3 ]
机构
[1] Shaanxi Univ Sci & Technol, Coll Chem & Chem Engn, Shaanxi Key Lab Chem Addit Ind, Xian 710021, Peoples R China
[2] Shaanxi Normal Univ SNNU, Key Lab Appl Surface & Colloid Chem MOE, Xian 710062, Peoples R China
[3] Shaanxi Normal Univ SNNU, Sch Chem & Chem Engn, Xian 710062, Peoples R China
关键词
BOND; FUNCTIONALIZATION; METAL; ALKENYLATION; CYCLIZATION; STRATEGIES; ALKENES; ALKYNES;
D O I
10.1021/acs.orglett.1c00107
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Rh(III)-catalyzed redox-neutral C-H olefination of aryldiazenecarboxylates has been realized using arylate esters as the olefinating reagents. This reaction proceeds under mild and redoxneutral conditions, resulting in integration of C-H activation and transfer hydrogenation. The chemoselectivity complements that of previously reported rhodium-catalyzed coupling of the same substrates.
引用
收藏
页码:1687 / 1691
页数:5
相关论文
共 50 条
  • [1] Rhodium-Catalyzed Selective Olefination of Arene Esters via C-H Bond Activation
    Park, Sae Hume
    Kim, Ji Young
    Chang, Sukbok
    ORGANIC LETTERS, 2011, 13 (09) : 2372 - 2375
  • [2] Rhodium(III)-Catalyzed Redox-Neutral C-H Arylation via Rearomatization
    Zhang, Xueyun
    Wang, Fen
    Qi, Zisong
    Yu, Songjie
    Li, Xingwei
    ORGANIC LETTERS, 2014, 16 (06) : 1586 - 1589
  • [3] Regioselective Synthesis of Indoles via Rhodium-Catalyzed C-H Activation Directed by an In-Situ Generated Redox-Neutral Group
    Muralirajan, Krishnamoorthy
    Cheng, Chien-Hong
    ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (07) : 1571 - 1576
  • [4] Rhodium(III)-Catalyzed Redox-Neutral Synthesis of Isoquinolinium Salts via C-H Activation of Imines
    Tian, Miaomiao
    Zheng, Guangfan
    Fan, Xuesen
    Li, Xingwei
    JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (12): : 6477 - 6488
  • [5] Rhodium-catalyzed olefination of aryl tetrazoles via direct C-H bond activation
    Wang, Liang
    Wu, Wenting
    Chen, Qun
    He, Mingyang
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (40) : 7923 - 7926
  • [6] Rhodium-Catalyzed Selective C-H Activation/Olefination of Phenol Carbamates
    Gong, Tian-Jun
    Xiao, Bin
    Liu, Zhao-Jing
    Wan, Jian
    Xu, Jun
    Luo, Dong-Fen
    Fu, Yao
    Liu, Lei
    ORGANIC LETTERS, 2011, 13 (12) : 3235 - 3237
  • [7] Rhodium-Catalyzed Electrooxidative C-H Olefination of Benzamides
    Zhang, Yan
    Struwe, Julia
    Ackermann, Lutz
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (35) : 15076 - 15080
  • [8] Manganese-Catalyzed Redox-Neutral C-H Olefination of Ketones with Unactivated Alkenes
    Hu, Yuanyuan
    Zhou, Bingwei
    Chen, Hui
    Wang, Congyang
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (37) : 12071 - 12075
  • [9] Regioselective Ortho Olefination of Aryl Sulfonamide via Rhodium-Catalyzed Direct C-H Bond Activation
    Xie, Weijia
    Yang, Jie
    Wang, Baiquan
    Li, Bin
    JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (17): : 8278 - 8287
  • [10] Rhodium-Catalyzed C-H Olefination of Aryl Weinreb Amides
    Wang, Yan
    Li, Chao
    Li, Yan
    Yin, Feng
    Wang, Xi-Sheng
    ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (09) : 1724 - 1728