A simple one-pot method for the direct introduction of carbamates α to carbonyl groups that proceeds at room temp. in the presence of both moisture and air was developed. Treatment of aldehydes and both cyclic and acyclic ketones with N-methyl-O-carbamoyl hydroxylamine hydrochlorides provides the α-functionalized products in 50-88% isolated yield. The transformation is tolerant of a range of functional groups within the substrate and is also effective for the introduction of a variety of oxycarbamoyl groups.
- carbonyl compounds
Hall, A., Huguet, E. P., Jones, K. L., Jones, T. C., Killeen, N. M., Yau, S. C., & Tomkinson, N. C. O. (2007). The direct formation of α-carbamates from carbonyl compounds. Synlett, (2), 293-297. https://doi.org/10.1055/s-2007-967990