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Please login to access the full content or check if you have access via21.10.1.1.3.1.4.2 Variation 2: By Reductive Alkylation of Lactams with Aldehydes
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Smith, M. B., Science of Synthesis, (2005) 21, 688.
Lactams can be reductively alkylated by reaction with aldehydes under catalytic-hydrogenation conditions. The initial reaction with the lactam nitrogen generates an iminium intermediate that is hydrogenated to give the N-alkyl derivative. For example, treatment of pyrrolidin-2-one (128) with butanal and hydrogen gas in the presence of a palladium on carbon at 100°C gives a 98% yield of 1-butylpyrrolidin-2-one (134) (Scheme 60).[173]
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References
[173] | Meeee, M.; Meeeeee, M.; Meeeeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
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