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Nucleophilic Aromatic Substitution, General Corrected Mechanism And Versatile Synthetic Tool

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  • Mieczyslaw Makosza

    (Institute of Organic Chemistry, Polish Academy of Sciences, Poland)

Abstract

Nucleophilic aromatic substitution in electron-deficient arenas, particularly nitroarenes is an efficient tool in synthesis and manufacturing of pharmaceuticals [1-3]. It is therefore of crucial importance to know how exactly these reactions proceed. For many years it was considered that these reactions are limited to substitution of halogens or other nucleofugal groups X and proceed via addition of nucleophile at positions occupied by X to form intermediate σX adducts. Fast departure of X‒ from these adducts leads to products of SNAr. This addition-elimination mechanism formulated by Bunnet [4] where as a rule the addition is the slow, rate limiting step was subject of thorough studies and refinements and is presented in many reviews, monographs and text-books [5-7] (Scheme 1a).

Suggested Citation

  • Mieczyslaw Makosza, 2017. "Nucleophilic Aromatic Substitution, General Corrected Mechanism And Versatile Synthetic Tool," Organic & Medicinal Chemistry International Journal, Juniper Publishers Inc., vol. 2(1), pages 1-3, March.
    • Handle: RePEc:adp:jomcij:v:2:y:2017:i:1:p:1-3
    DOI: 10.19080/OMCIJ.2017.02.555576
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