Twofold Carbon-Carbon Bond Formation by Intra- and Intermolecular Radical Reactions of Aryl Diazonium Salts

被引:33
|
作者
Jasch, Hannelore [1 ]
Landais, Yannick [2 ]
Heinrich, Markus R. [1 ]
机构
[1] Univ Erlangen Nurnberg, Dept Chem & Pharm, D-91052 Erlangen, Germany
[2] Univ Bordeaux 1, CNRS, Inst Mol Sci, UMR 5255, F-33405 Talence, France
关键词
aryl radicals; carbon-carbon bond formation; cascade reactions; cyclization; radical reactions; CONJUGATE-ADDITION-REACTIONS; C-H ARYLATION; NONACTIVATED OLEFINS; METAL-FREE; REDUCTIVE CARBODIAZENYLATION; ARENEDIAZONIUM SALTS; TRIBUTYLTIN HYDRIDE; SODIUM-BOROHYDRIDE; ORTHO-SUBSTITUENTS; ELECTRON-DONOR;
D O I
10.1002/chem.201300354
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Cascade reactions: A variety of novel cascade reactions can be performed when the known and well-studied radical 5- or 6-exo-cyclization of an aryl diazonium salt is conducted in the presence of alkenes and further optional scavengers (see scheme). Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:8411 / 8416
页数:6
相关论文
共 50 条
  • [31] Carbon-carbon bond formation in reverse
    Zhong, Hongyu
    Morandi, Bill
    NATURE SYNTHESIS, 2022, 1 (04): : 264 - 266
  • [32] REDOX-INDUCED RADICAL AND RADICAL IONIC CARBON-CARBON BOND-FORMING REACTIONS
    DALKO, PI
    TETRAHEDRON, 1995, 51 (28) : 7579 - 7653
  • [33] Development of carbon-carbon bond formation reactions: Multicomponent coupling reactions in heterocycles synthesis
    Guo, Fenghai
    Parker, Dynasty
    Bass, Shekinah
    Tania, Bellinger
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 257
  • [34] Carbon-Carbon and Carbon-Heteroatom Bond Formation Reactions Using Unsaturated Carbon Compounds
    Sultan, Shaista
    Shah, Bhahwal Ali
    CHEMICAL RECORD, 2019, 19 (2-3): : 644 - 660
  • [35] Synthesis of Spirocyclohexadienones through Radical Cascade Reactions Featuring 3-Fold Carbon-Carbon Bond Formation
    Hegmann, Nina
    Prusko, Lea
    Heinrich, Markus R.
    ORGANIC LETTERS, 2017, 19 (09) : 2222 - 2225
  • [36] BIOMIMETIC CHAIN ELONGATION OF CARBOHYDRATES VIA RADICAL CARBON-CARBON BOND FORMATION
    GIESE, B
    LINKER, T
    MUHN, R
    TETRAHEDRON, 1989, 45 (04) : 935 - 940
  • [37] Hypophosphite mediated carbon-carbon bond formation: a clean approach to radical methodology
    Graham, SR
    Murphy, JA
    Coates, D
    TETRAHEDRON LETTERS, 1999, 40 (12) : 2415 - 2416
  • [38] FREE-RADICAL CARBON-CARBON BOND FORMATION IN ORGANIC-SYNTHESIS
    HART, DJ
    SCIENCE, 1984, 223 (4639) : 883 - 887
  • [39] CARBON-CARBON BOND FORMATION BY INTERMOLECULAR RADICAL REACTION - SMI2-PROMOTED CARBONYL-ALKYNE REDUCTIVE COUPLING
    INANAGA, J
    KATSUKI, J
    UJIKAWA, O
    YAMAGUCHI, M
    TETRAHEDRON LETTERS, 1991, 32 (37) : 4921 - 4924
  • [40] ASYMMETRIC CARBON-CARBON BOND FORMING REACTIONS
    MEYERS, AI
    PURE AND APPLIED CHEMISTRY, 1979, 51 (06) : 1255 - 1268