[FeIII(TF4DMAP)OTf] catalysed anti-Markovnikov oxidation of terminal aryl alkenes to aldehydes and transformation of methyl aryl tertiary amines to formamides with H2O2 as a terminal oxidant

被引：46
作者：
Du, Yi-Dan [1 ]
Tse, Chun-Wai [2 ,3 ]
Xu, Zhen-Jiang [1 ]
Liu, Yungen [2 ,3 ]
Che, Chi-Ming [1 ,2 ,3 ]
机构：
[1] Shanghai Inst Organ Chem, Shanghai Hong Kong Joint Lab Chem Synth, Shanghai, Peoples R China
[2] Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China
[3] Univ Hong Kong, State Key Lab Synthet Chem, Hong Kong, Hong Kong, Peoples R China
来源：
CHEMICAL COMMUNICATIONS | 2014年 / 50卷 / 84期
关键词：
WACKER-TYPE OXIDATION; MOLECULAR-OXYGEN; EPOXIDATION-ISOMERIZATION; PORPHYRIN COMPLEXES; AEROBIC OXIDATION; ORGANIC-SYNTHESIS; OLEFINS; REACTIVITY; METALLOPORPHYRIN; REARRANGEMENT;
D O I：
10.1039/c4cc05972g
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Anti-Markovnikov oxidation of terminal aryl alkenes to aldehydes and transformation of N-methyl aryl tertiary amines to formamides with H2O2 as a terminal oxidant under mild conditions have been achieved with moderate to good product yields using [Fe-III(TF(4)DMAP)OTf] as catalyst.
引用
收藏
页码：12669 / 12672
页数：4
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共 45 条
  • [1] Iron-catalyzed reactions in organic synthesis
    Bolm, C
    Legros, J
    Le Paih, J
    Zani, L
    [J]. CHEMICAL REVIEWS, 2004, 104 (12) : 6217 - 6254
  • [2] Selective oxidation of terminal aryl and aliphatic alkenes to aldehydes catalyzed by iron(III) porphyrins with triflate as a counter anion
    Chen, Guo-Qiang
    Xu, Zhen-Jiang
    Zhou, Cong-Ying
    Che, Chi-Ming
    [J]. CHEMICAL COMMUNICATIONS, 2011, 47 (39) : 10963 - 10965
  • [3] A practical and mild method for the highly selective conversion of terminal alkenes into aldehydes through epoxidation-isomerization with ruthenium(IV)-porphyrin catalysts
    Chen, J
    Che, CM
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (37) : 4950 - 4954
  • [4] A predictably selective aliphatic C-H oxidation reaction for complex molecule synthesis
    Chen, Mark S.
    White, M. Christina
    [J]. SCIENCE, 2007, 318 (5851) : 783 - 787
  • [5] Combined Effects on Selectivity in Fe-Catalyzed Methylene Oxidation
    Chen, Mark S.
    White, M. Christina
    [J]. SCIENCE, 2010, 327 (5965) : 566 - 571
  • [6] An iron catalyzed regioselective oxidation of terminal alkenes to aldehydes
    Chowdhury, Abhishek Dutta
    Ray, Ritwika
    Lahiri, Goutam Kumar
    [J]. CHEMICAL COMMUNICATIONS, 2012, 48 (44) : 5497 - 5499
  • [7] Iron-catalysed carbon-heteroatom and heteroatom-heteroatom bond forming processes
    Correa, Arkaitz
    Mancheno, Olga Garcia
    Bolm, Carsten
    [J]. CHEMICAL SOCIETY REVIEWS, 2008, 37 (06) : 1108 - 1117
  • [8] Studies Toward Communesin F: A Diels-Alder Approach
    Danielsson, Jakob
    Somfai, Peter
    [J]. ORGANIC LETTERS, 2014, 16 (03) : 784 - 787
  • [9] Primary Alcohols from Terminal Olefins: Formal Anti-Markovnikov Hydration via Triple Relay Catalysis
    Dong, Guangbin
    Teo, Peili
    Wickens, Zachary K.
    Grubbs, Robert H.
    [J]. SCIENCE, 2011, 333 (6049) : 1609 - 1612
  • [10] Iron-Catalyzed Asymmetric Aerobic Oxidation: Oxidative Coupling of 2-Naphthols
    Egami, Hiromichi
    Katsuki, Tsutomu
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (17) : 6082 - +
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