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Please login to access the full content or check if you have access via19.5.3.4.9 Method 9: Starting from N-Oxides of Tertiary Amines with Trifluoroacetic Acid Anhydride and Cyanide
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DOI:
10.1055/sos-SD-019-00079
Schmidt, A., Science of Synthesis, (2004) 19, 158.
In situ trapping of unstable aminium salts, generated from the N-oxides of tertiary amines with trifluoroacetic acid anhydride, yields α-cyanoamines.[112] The reaction has also been applied to 1-alkylpiperidine 1-oxides and derivatives of 5,6-dihydropyridines.[113–115] The addition to piperidine derivatives occurs in a stereospecific manner to afford the trans-isomers, e.g. 1-methyl piperidine 1-oxide 64 gives 1-methylpiperidine-2-carbonitrile 65 (Scheme 36).[112]
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References
| [112] | Meeeeee, M. M.; Meeeee, M.; Meeeeeeeee, M. M., Meeee. Meeeee., (8888) 88, 888. |
| [113] | Meeeeeee, M. M.; Meeeee, M.; Meeeee, M.-M., M. Me. Meee. Mee., (8888) 888, 8888. |
| [114] | Meeeee Meeeee, M. M.; Meeeeeee, M. M.; Meeeee, M.-M., Meeeeeeeeee Meee., (8888) 88, 8888. |
| [115] | Meeeee, M. M. M.; Meeeeeeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
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