2,4-Disubstituierte 4-Oxoalkannitrile und 3-Cyano-1,5-diketone durch Michael-Addition von Lithioacetonitrile an 2-(N-methylanilino)acrylnitril. Eine regioselektive Vierkomponentenkupplung
- 1 January 1987
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1987 (10) , 929-931
- https://doi.org/10.1055/s-1987-28127
Abstract
2,4-Disubstituted 4-Oxoalkanenitriles and 3-Cyanoalkane-1,5-diones via Michael-Addition of Lithioacetonitrile to 2-(N-Methylanilino)acrylonitrile. A Regioselective Four Component Coupling Reaction A new method for the synthesis of the title compounds by a one-pot reaction is described. It consists of the regioselective alkylation of a 1,3-dithio derivative of 3-cyanopropionaldehyde. The key intermediate is prepared by addition of lithioacetonitrile to 2-(N-methylanilino) acrylonitrile and subsequent lithiation. In a similar way, synthesis of symmetrical 3-cyanoalkane-1,5-diones is possible.Keywords
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