Pd-catalyzed coupling of β-hydroxy α-diazocarbonyl compounds with aryl iodides: a migratory insertion/β-hydroxy elimination sequence

被引：26
|
作者：
Zhou, Lei
Liu, Yizhou
Zhang, Yan
Wang, Jianbo [1 ]
机构：
[1] Peking Univ, Coll Chem, BNLMS, Beijing 100871, Peoples R China
来源：
CHEMICAL COMMUNICATIONS | 2011年 / 47卷 / 12期
基金：
中国国家自然科学基金; 中国博士后科学基金;
关键词：
RING EXPANSION REACTIONS; STEREOSELECTIVE-SYNTHESIS; CARBENE INSERTION; TETRASUBSTITUTED OLEFINS; C-C; VINYL HALIDES; PALLADIUM; ALLENYLCYCLOBUTANOLS; LITHIODIAZOACETATE; DIAZOESTERS;
D O I：
10.1039/c0cc05523a
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The coupling of beta-hydroxy alpha-diazocarbonyl compounds with aryl halides is described, which proceeds through a Pd-catalyzed migratory insertion/beta-OH elimination sequence. This reaction provides a new route to the synthesis of tetrasubstituted olefins.
引用
收藏
页码：3622 / 3624
页数：3
相关论文
共 50 条
  • [1] Pd-catalyzed coupling reaction of fluorinated propargyl amidines with aryl iodides
    Li, Shan
    Yuan, Yafen
    Li, Yajun
    Li, Zhengke
    Zhang, Lisi
    Wu, Yongming
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (01) : 41 - 43
  • [2] Chemoselective Pd-Catalyzed C-TeCF3 Coupling of Aryl Iodides
    Sperger, Theresa
    Guven, Sinem
    Schoenbeck, Franziska
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (51) : 16903 - 16906
  • [3] Pd-Catalyzed Reductive Cross-Coupling of Allylic Esters with Aryl Iodides Involving the Insertion of SO2
    Zhang, Xinwei
    Lin, Shuizhen
    Huang, Xiaolei
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2024, 44 (11) : 3456 - 3466
  • [4] Pd-catalyzed α-arylation of sultams with aryl and heteroaryl iodides
    Rene, Olivier
    Fauber, Benjamin P.
    Malhotra, Sushant
    Yajima, Herbert
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 248
  • [5] Pd-Catalyzed ring-opening cross-coupling of cyclopropenes with aryl iodides
    Zhang, Hang
    Wang, Bo
    Wang, Kang
    Xie, Guojun
    Li, Changkun
    Zhang, Yan
    Wang, Jianbo
    CHEMICAL COMMUNICATIONS, 2014, 50 (59) : 8050 - 8052
  • [6] Supported Pd-catalyzed ring opening and chemoselective aminocarbonylative coupling of benzoxazoles with aryl iodides
    Mehara, Pushkar
    Sharma, Ajay Kumar
    Kumar, Ashish
    Sharma, Poonam
    Das, Pralay
    CATALYSIS SCIENCE & TECHNOLOGY, 2024, 14 (09) : 2416 - 2422
  • [7] Functional-Group-Tolerant Pd-Catalyzed Carbonylative Negishi Coupling with Aryl Iodides
    Kalinin, Dmitrii
    Ulven, Trond
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (23): : 16633 - 16638
  • [8] Pd-catalyzed coupling of vinyl iodides with alkynes in water
    Sunagatullina, A. Sh.
    Shakhmaev, R. N.
    Zorin, V. V.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2012, 82 (07) : 1313 - 1314
  • [9] Pd-catalyzed coupling of vinyl iodides with alkynes in water
    A. Sh. Sunagatullina
    R. N. Shakhmaev
    V. V. Zorin
    Russian Journal of General Chemistry, 2012, 82 : 1313 - 1314
  • [10] Pd-catalyzed decarboxylative couplings of arenecarboxylic acids with aryl iodides
    Wang, Zhiyong
    Ding, Qiuping
    He, Xiaodan
    Wu, Jie
    TETRAHEDRON, 2009, 65 (24) : 4635 - 4638
12345