Cross-Coupling of Alkenyl/Aryl Carboxylates with Grignard Reagent via Fe-Catalyzed C-O Bond Activation

被引:183
作者
Li, Bi-Jie [1 ,2 ,3 ]
Xu, Li [1 ,2 ,3 ,4 ]
Wu, Zhen-Hua [1 ,2 ,3 ]
Guan, Bing-Tao [1 ,2 ,3 ]
Sun, Chang-Liang [1 ,2 ,3 ]
Wang, Bi-Qin [4 ]
Shi, Zhang-Jie [1 ,2 ,3 ,5 ]
机构
[1] Peking Univ, Coll Chem, BNLMS, Beijing 100871, Peoples R China
[2] Peking Univ, Coll Chem, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, Beijing 100871, Peoples R China
[3] Peking Univ, Green Chem Ctr, Beijing 100871, Peoples R China
[4] Sichuan Normal Univ, Dept Chem, Chengdu 610068, Sichuan, Peoples R China
[5] Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
关键词
ALKYL-HALIDES; BETA-HYDROGENS; IRON CATALYSIS; ARYL CHLORIDES;
D O I
10.1021/ja907281f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Iron-catalyzed cross-coupling of alkenyl/aryl carboxylates with primary alkyl Grignard reagent was described. This reaction brought a new family of electrophiles to iron catalysis. The combination of an inexpensive carboxylate electrophile and an iron catalyst would generate ample advantages.
引用
收藏
页码:14656 / +
页数:3
相关论文
共 44 条
  • [1] CHEMICALLY INDUCED DYNAMIC NUCLEAR POLARIZATION DETECTION OF SELECTIVE IRON-CATALYZED RADICAL FORMATION FROM AN ALKYL HALIDE IN PRESENCE OF ITS GRIGNARD-REAGENT
    ALLEN, RB
    LAWLER, RG
    WARD, HR
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (05) : 1692 - 1693
  • [2] Simple iron-amine catalysts for the cross-coupling of aryl Grignards with alkyl halides bearing β-hydrogens
    Bedford, RB
    Bruce, DW
    Frost, RM
    Hird, M
    [J]. CHEMICAL COMMUNICATIONS, 2005, (33) : 4161 - 4163
  • [3] Bogdanovic B, 2000, ANGEW CHEM INT EDIT, V39, P4610, DOI 10.1002/1521-3773(20001215)39:24<4610::AID-ANIE4610>3.3.CO
  • [4] 2-F
  • [5] Iron-catalyzed reactions in organic synthesis
    Bolm, C
    Legros, J
    Le Paih, J
    Zani, L
    [J]. CHEMICAL REVIEWS, 2004, 104 (12) : 6217 - 6254
  • [6] Cahiez G, 1998, SYNTHESIS-STUTTGART, P1199
  • [7] Efficient preparation of terminal conjugated dienes by coupling of dienol phosphates with Grignard reagents under iron catalysis
    Cahiez, Gerard
    Habiak, Vanessa
    Gager, Olivier
    [J]. ORGANIC LETTERS, 2008, 10 (12) : 2389 - 2392
  • [8] Iron-catalyzed alkylations of aromatic Grignard reagents
    Cahiez, Gerard
    Habiak, Vanessa
    Duplais, Christophe
    Moyeux, Alban
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (23) : 4364 - 4366
  • [9] Diederich F., 1998, Metal-Catalyzed Cross-Coupling Reactions
  • [10] Iron-catalysed sp3-sp3 cross-coupling reactions of unactivated alkyl halides with alkyl Grignard reagents
    Dongol, Krishna G.
    Koh, Huishi
    Sau, Manisankar
    Chai, Christina L. L.
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2007, 349 (07) : 1015 - 1018