Palladium-Catalyzed Decarboxylative Annulation Reaction of Aryl Iodides and Methyl 2-Haloarenecarboxylates

被引：0
|
作者：
Fu, Ying [1 ]
Chen, Xi [1 ]
Chen, Hao [1 ]
Liu, Jia-Jia [1 ]
Du, Zhengyin [1 ]
机构：
[1] Northwest Normal Univ, Coll Chem & Chem Engn, Key Lab Ecofunct Polymer Mat, Minist Educ, Lanzhou 730070, Peoples R China
来源：
ORGANIC LETTERS | 2024年 / 26卷 / 25期
基金：
中国国家自然科学基金;
关键词：
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A ligand-free palladium-catalyzed and norbornadiene-mediated annulation reaction of iodoarenes with methyl 2-haloarenecarboxylates is reported. The sequentially accomplished reaction comprises intermolecular C-H arylation, followed by intramolecular decarboxylative annulation, affording various valuable phenanthrenes. This reaction protocol could be expanded to triphenylene syntheses whereby norbornene was the cocatalyst. Interestingly, the decarboxylation of methyl esters was accomplished via solvent-mediated C-Me-O bond cleavages.
引用
收藏
页码：5253 / 5257
页数：5
相关论文
共 50 条
  • [31] Palladium-catalyzed decarboxylative cross-coupling reaction of cinnamic acid with aryl iodide
    Wang, Zhiyong
    Ding, Qiuping
    He, Xiaodan
    Wu, Jie
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2009, 7 (05) : 863 - 865
  • [32] Palladium-Catalyzed Decarboxylative Trifluoroethylation of Aryl Alkynyl Carboxylic Acids
    Hwang, Jinil
    Park, Kyungho
    Choe, Juseok
    Min, Hongkeun
    Song, Kwang Ho
    Lee, Sunwoo
    JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (07) : 3267 - 3271
  • [33] Palladium-Catalyzed Heck Reaction of Polyoxometalate-Functionalised Aryl Iodides and Bromides with Olefins
    Zhu, Yulin
    Wang, Longsheng
    Hao, Jian
    Yin, Panchao
    Zhang, Jin
    Li, Qiang
    Zhu, Li
    Wei, Yongge
    CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (13) : 3076 - 3080
  • [34] PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF ETHOXY(TRIBUTYLSTANNYL)ACETYLENE WITH ARYL IODIDES
    SAKAMOTO, T
    YASUHARA, A
    KONDO, Y
    YAMANAKA, H
    SYNLETT, 1992, (06) : 502 - 502
  • [35] Palladium-catalyzed cross-coupling reaction of bis(ferrocenyl)mercury with aryl iodides
    Tsvetkov, AV
    Latyshev, GV
    Lukashev, NV
    Beletskaya, IP
    TETRAHEDRON LETTERS, 2000, 41 (20) : 3987 - 3990
  • [36] Palladium-Catalyzed Direct Arylation Reaction of 2,3,5-Trisubstituted Furans with Aryl Iodides or Aryl Bromides
    Cao, Hua
    Shen, Dongsheng
    Zhan, Haiying
    Yang, Liuqing
    SYNLETT, 2011, (10) : 1472 - 1476
  • [37] Stereochemical and mechanistic investigations of a palladium-catalyzed annulation of secondary alkyl iodides
    Rudolph, Alena
    Rackelmann, Nils
    Lautens, Mark
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (09) : 1485 - 1488
  • [38] Palladium-Catalyzed Reaction of Aryl Iodides and Glycal Enones: Application in the Preparation of Dapagliflozin Analogues
    Singh, Adesh Kumar
    Venkatesh, Rapelly
    Kanaujiya, Vimlesh Kumar
    Tiwari, Varsha
    Kandasamy, Jeyakumar
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 2022 (33)
  • [39] Palladium-catalyzed annulation
    Larock, RC
    PURE AND APPLIED CHEMISTRY, 1999, 71 (08) : 1435 - 1442
  • [40] Palladium-catalyzed annulation
    Larock, RC
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 576 (1-2) : 111 - 124
12345