The Journal of Organic Chemistry

A Convenient Large-Scale Synthesis of 4-Fluoro-1-naphthaldehyde and Its Aromatic Nucleophilic Substitution Reactions

GE Boswell, JF Licause

Index: Boswell, G. Evan; Licause, Joseph F. Journal of Organic Chemistry, 1995 , vol. 60, # 20 p. 6592 - 6594

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Citation Number: 13

Abstract

The aromatic nucleophilic displacement of halides or the nitro group with strong nucleophiles in dipolar aprotic solvents is a well established method for functional group manipulation of aromatic compounds. 2 Unactivated or scarcely activated chlorobenzenes require high temperatures for this reaction to pr~ ceed.~ The direct displacement reaction of unactivated fluoronaphthalene with sodium thioalkoxides in dimethyl sulfoxide has been ...