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Aromatic Nucleophilic Substitution. Part 1. Regiospecific Substitution of the Nitro Groups in 3,5‐Dinitrophthalic‐Acid Derivatives
Author(s) -
Fischer Walter,
Kvita Vratislav
Publication year - 1985
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19850680405
Subject(s) - chemistry , nitro , nucleophile , regioselectivity , nucleophilic substitution , substitution reaction , nucleophilic aromatic substitution , reagent , acid hydrolysis , substitution (logic) , medicinal chemistry , nitro compound , organic chemistry , stereochemistry , hydrolysis , catalysis , alkyl , computer science , programming language
The regioselectivity of nucleophilic substitution of the nitro groups in 3,5‐dinitrophthalic anhydrides and 3,5‐dinitrophthalimides ( Scheme ) with a variety of nucleophiles (Nu − ) was studied. In all cases, the 3‐nitro group was selectively substituted. With excess of the same nucleophilic reagent or with other nucleophiles, the 5‐nitro group could subsequently be replaced.