A One-pot Aromatic Vicarious Nucleophilic Substitution of Hydrogen/Alkylation Route to Substituted Nitrobenzenes

Nicholas J. Lawrence; John Liddle; David A. Jackson

doi:10.1055/s-1996-5319

Synlett 1996; 1996(1): 55-56
DOI: 10.1055/s-1996-5319

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A One-pot Aromatic Vicarious Nucleophilic Substitution of Hydrogen/Alkylation Route to Substituted Nitrobenzenes

Nicholas J. Lawrence^* , John Liddle, David A. Jackson

^*Dept. of Chemistry, UMIST, PO Box 88, Manchester, M60 1QD, UK; Email: Nick.Lawrence@umist.ac.uk

Abstract

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A series of novel one-pot vicarious nucleophilic substitution/alkylation reactions are described. Reaction of the enolate of ethyl 2-chloropropionate with nitrobenzene followed by subsequent reaction with an alkylating agents gives a series of esters bearing a quaternary centre.

vicarious nucleophilic substitution - alkylation - α-arylpropionic acids

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