Volume 21, Issue 37
Heterocyclic Compounds
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ChemInform Abstract: Reaction of 1,1-Dicyano-2,2-bis(trifluoromethyl)ethylene with Arylamines.

K. V. KOMAROV

K. V. KOMAROV

Inst. Organoelemental Compounds, USSR Acad. Sci., 117813 Moscow, USSR

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N. D. CHKANIKOV

N. D. CHKANIKOV

Inst. Organoelemental Compounds, USSR Acad. Sci., 117813 Moscow, USSR

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M. V. GALAKHOV

M. V. GALAKHOV

Inst. Organoelemental Compounds, USSR Acad. Sci., 117813 Moscow, USSR

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A. F. KOLOMIETZ

A. F. KOLOMIETZ

Inst. Organoelemental Compounds, USSR Acad. Sci., 117813 Moscow, USSR

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A. V. VOKIN

A. V. VOKIN

Inst. Organoelemental Compounds, USSR Acad. Sci., 117813 Moscow, USSR

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First published: September 11, 1990

Abstract

The course of C-alkylation of activated arylamines, e.g. (II), with 1,1-dicyano-2,2-bis(trifluoromethyl)ethylene (I) is investigated.

ChemInform Abstract

The course of C-alkylation of activated arylamines, e.g. (II), with 1,1-dicyano-2,2-bis(trifluoromethyl)ethylene (I) is investigated. Initially, a N-alkylated product (III) is reversibly formed in a competition reaction. However, the only stable und isolated product is the C-4-alkylated compound (IV). The reaction is extended to substituted arylamines. In some cases, subsequent nucleophilic attack of an amino group to one of the nitrile moieties leads to the formation of heterocyclic compounds such as (VI), (VIII), and (X).

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