Volume 31, Issue 12
Preparative Organic Chemistry
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ChemInform Abstract: Vicarious Nucleophilic Substitution of Hydrogen in 2,4-Dinitroanilines and Cyanonitroanilines.

M. Makosza

M. Makosza

Inst. Org. Chem., Pol. Acad. Sci., PL-01-224 Warszawa, Pol.

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S. Voskresensky

S. Voskresensky

Inst. Org. Chem., Pol. Acad. Sci., PL-01-224 Warszawa, Pol.

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M. Bialecki

M. Bialecki

Inst. Org. Chem., Pol. Acad. Sci., PL-01-224 Warszawa, Pol.

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A. Kwast

A. Kwast

Inst. Org. Chem., Pol. Acad. Sci., PL-01-224 Warszawa, Pol.

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First published: 09 June 2010

Abstract

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ChemInform Abstract

1-Amino-2,4-dinitroanilines (I) prove to be active in vicarious nucleophilic substitution in spite of existing in anionic form under the basic reaction conditions. The regioselectivity of the substitution can be controlled by choice of the amino-substituent. Cyanonitroanilines (VI), although less electrophilic, show similar reactivity features in some cases.

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