Cobalt-catalyzed direct electrochemical cross-coupling between aryl or heteroaryl halides and allylic acetates or carbonates

被引:87
作者
Gomes, P [1 ]
Gosmini, C [1 ]
Périchon, J [1 ]
机构
[1] Univ Paris 12, CNRS, UMR 7582, Lab Electrochim Catalyze & Synthese Organ, F-94320 Thiais, France
关键词
D O I
10.1021/jo026421b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The electroreduction of a mixture of functionalized aromatic or heteroaromatic bromides or chlorides and allylic compounds such as acetates or carbonates in an electrochemical cell fitted with a sacrificial iron anode affords, in the presence of cobalt halide associated with pyridine as ligand in acetonitrile or DMF, the corresponding coupling product in good yields.
引用
收藏
页码:1142 / 1145
页数:4
相关论文
共 28 条
  • [1] [Anonymous], 1954, GRIGNARD REACTIONS N
  • [2] Stability and reactivity of electrogenerated cobalt(I) towards aryl halides in the presence of additives such as vinyl acetate or methyl vinyl ketone -: Application to the electrosynthesis of arylzinc compounds
    Buriez, O
    Nédélec, JY
    Périchon, J
    [J]. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 2001, 506 (02): : 162 - 169
  • [3] Electrogeneration of cobalt(I) species stabilized by pyridine and its reaction with aryl halides
    Buriez, O
    Cannes, C
    Nédélec, JY
    Périchon, J
    [J]. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 2000, 495 (01): : 57 - 61
  • [4] CHAUSSARD J, 1990, SYNTHESIS-STUTTGART, P369
  • [5] Nickel-catalyzed direct electrochemical cross-coupling between aryl halides and activated alkyl halides
    Durandetti, M
    Nedelec, JY
    Perichon, J
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (05) : 1748 - 1755
  • [6] Electrosynthesis of functionalized organodizinc compounds from aromatic dihalides via a cobalt catalysis in acetonitrile/pyridine as solvent
    Fillon, H
    Gosmini, C
    Nédélec, JY
    Périchon, J
    [J]. TETRAHEDRON LETTERS, 2001, 42 (23) : 3843 - 3846
  • [7] Cobalt bromide as catalyst in electrochemical addition of aryl halides onto activated olefins
    Gomes, P
    Gosmini, C
    Nédélec, JY
    Périchon, J
    [J]. TETRAHEDRON LETTERS, 2000, 41 (18) : 3385 - 3388
  • [8] GOMES P, 2001, Patent No. 0108808
  • [9] Electrosynthesis of functionalized 2-arylpyridines from functionalized aryl and pyridine halides catalyzed by nickel bromide 2,2′-bipyridine complex
    Gosmini, C
    Nédélec, JY
    Périchon, J
    [J]. TETRAHEDRON LETTERS, 2000, 41 (26) : 5039 - 5042
  • [10] Electrochemical cross-coupling between functionalized aryl halides and 2-chloropyrimidine or 2-chloropyrazine catalyzed by nickel 2,2′-bipyridine complex
    Gosmini, C
    Nédélec, JY
    Périchon, J
    [J]. TETRAHEDRON LETTERS, 2000, 41 (02) : 201 - 203