An umpolung N-alkylation reaction of α-iminonitriles with Grignard reagents affords the corresponding N-alkylated α-aminonitriles in good yields. Subsequent oxidation and cyanation of the N-alkylated products proceeds effectively to give aminomalononitriles… Click to show full abstract
An umpolung N-alkylation reaction of α-iminonitriles with Grignard reagents affords the corresponding N-alkylated α-aminonitriles in good yields. Subsequent oxidation and cyanation of the N-alkylated products proceeds effectively to give aminomalononitriles in good yields, and the presence of dichlorodimethylsilane as an additive is crucial for obtaining the optimum yield. Furthermore, an electrophilic addition reaction of the intermediate halomagnesium vinylideneamide is shown to give the alkylated and acylated products in good yields.
Journal Title: New Journal of Chemistry
Year Published: 2020
Link to full text (if available)
Share on Social Media: Sign Up to like & get
recommendations!