Vicarious nucleophilic substitution of hydrogen

Mieczyslaw Makosza, Jerzy Winiarski
Acc. Chem. Res., 1987, 20 (8), pp 282–289
DOI: 10.1021/ar00140a003
Publication Date: August 1987
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This article has been cited by 35 ACS Journal articles (5 most recent appear below).

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    Amination Reaction on Copper and Germanium β-Nitrocorrolates

    Manuela Stefanelli, Federica Mandoj, Marco Mastroianni, Sara Nardis, Pruthviray Mohite, Frank R. Fronczek, Kevin M. Smith, Karl M. Kadish, Xiao Xiao, Zhongping Ou, Ping Chen, and Roberto Paolesse
    Inorganic Chemistry2011 Article ASAP
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      Manuela Stefanelli, Federica Mandoj, Marco Mastroianni, Sara Nardis, Pruthviray Mohite, Frank R. Fronczek, Kevin M. Smith, Karl M. Kadish, Xiao Xiao, Zhongping Ou, Ping Chen, and Roberto Paolesse
      Inorganic Chemistry2011 Article ASAP

      Copper and germanium complexes of β-substituted nitrocorroles were reacted with 4-amino-4H-1,2,4-triazole to give the corresponding β-amino-β-nitro derivatives, in moderate to good yields. This is the first successful example of a vicarious nucleophilic ...

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    The Kinetics and Mechanisms of Aromatic Nucleophilic Substitution Reactions in Liquid Ammonia

    Pengju Ji, John H. Atherton, and Michael I. Page
    The Journal of Organic Chemistry2011 76 (9), 3286-3295
    • The Kinetics and Mechanisms of Aromatic Nucleophilic Substitution Reactions in Liquid Ammonia

      Pengju Ji, John H. Atherton, and Michael I. Page
      The Journal of Organic Chemistry2011 76 (9), 3286-3295

      The rates of aromatic nucleophilic substitution reactions in liquid ammonia are much faster than those in protic solvents indicating that liquid ammonia behaves like a typical dipolar aprotic solvent in its solvent effects on organic reactions. ...

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    Preparation of SF5 aromatics by vicarious nucleophilic substitution reactions of nitro-(pentafluorosulfanyl)benzenes with carbanions

    Petr Beier , Tereza Pastýříková , and George Iakobson
    The Journal of Organic Chemistry 0 (ja),
    • Preparation of SF5 aromatics by vicarious nucleophilic substitution reactions of nitro-(pentafluorosulfanyl)benzenes with carbanions

      Petr Beier , Tereza Pastýříková , and George Iakobson
      The Journal of Organic Chemistry 0 (ja),

      Vicarious nucleophilic substitutions (VNS) of hydrogen in 1-nitro-4-(pentafluorosulfanyl)benzene with carbanions provide 2-substituted 1-nitro-4-(pentafluorosulfanyl)benzenes in good to high yields. VNS of 1-nitro-3-(pentafluorosulfanyl)benzene gives a ...

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    Development of an Efficient Synthesis of Two CRF Antagonists for the Treatment of Neurological Disorders

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    Organic Process Research & Development2010 14 (5), 1221-1228
    • Development of an Efficient Synthesis of Two CRF Antagonists for the Treatment of Neurological Disorders

      David K. Leahy, Jun Li, Justin B. Sausker, Jason Zhu, Monica A. Fitzgerald, Chiajen Lai, Frederic G. Buono, Alan Braem, Nuria de Mas, Zerene Manaloto, Ehrlic Lo, William Merkl, Bao-Ning Su, Qi Gao, Alicia T. Ng, and Richard A. Hartz
      Organic Process Research & Development2010 14 (5), 1221-1228

      BMS-764459 (1) and BMS-763534 (2) are CRF1 antagonists for the treatment of neurological disorders such as depression and anxiety. An efficient synthesis of 1 and 2 is described, which features an efficient palladium-catalyzed cyanation of a 5-...

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    Indium Triflate-Assisted Nucleophilic Aromatic Substitution Reactions of Nitrosobezene-Derived Cycloadducts with Alcohols

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    Organic Letters2010 12 (2), 392-395
    • Indium Triflate-Assisted Nucleophilic Aromatic Substitution Reactions of Nitrosobezene-Derived Cycloadducts with Alcohols

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      Organic Letters2010 12 (2), 392-395

      Exclusive nucleophilic aromatic substitution of hydrogen in conjunction with cleavage of the N−O bond was observed when nitrosobenzene-derived nitroso cycloadducts were treated with indium triflate in the presence of alcohols. Aromatic alkoxylated syn-1,...

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