Iron cyclopentadienyl mediated ...
|Title||Iron cyclopentadienyl mediated 2-alkyl-2-arylphenylsulfonylacetonitrile synthesis.|
|Author(s)||Alaa S. Abd-El-Aziz, Christine R. de Denus, Harold M. Hutton|
|Journal||Section Title: Benzene, Its Derivatives, and Condensed Benzenoid Compounds, Canadian Journal of Chemistry|
|Abstract||A unique route to the synthesis of 2-alkyl-2-arylphenylsulfonylacetonitriles via the nucleophilic arom. substitution (SNAr) of (chloroarene)cyclopentadienyliron complexes with 2-alkyl phenylsulfonylacetonitriles was studied. Reactions of chloroarene complexes with 2-alkyl phenylsulfonylacetonitrile in the presence of K2CO3 in DMF at room temp. gave I (R1 = H, o-, m-, p-Me; R2 = Et, Bu) in good yields. The use of alkylated phenylsulfonylacetonitriles as nucleophiles in the reactions with the p-dichlorobenzene complex gave I (R1 = CR2(CN)(SO2Ph), R2 = Et, Bu). Photolytic demetalation provided an efficient route to the liberation of the arylated phenylsulfonylacetonitriles. [on SciFinder(R)]|
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