ChemInform Abstract: Reaction of 1,1-Dicyano-2,2-bis(trifluoromethyl)ethylene with Arylamines.
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).