<i>N</i>-Chloro-<i>N</i>-sodio-carbamates as a Practical Amidating Reagent for Scalable and Sustainable Amidation of Aldehydes under Visible Light
Hyun Ji Jeon, Wongyu Lee, Sangwon Seo, Sukbok Chang
Abstract
Herein, we describe the scalability and sustainability investigations toward the visible light-mediated amidation of aldehydes with N-chloro-N-sodio-carbamates. The practicality credentials of N-chloro-N-sodio-carbamates for their use in multigram scale amidation reactions are proven by scale-up productions and thermogravimetric analysis. The described amidation, which was previously hampered in sustainability perspectives by the use of α,α,α-trifluorotoluene solvent, is now improved through re-optimizations using ethyl acetate as an alternative green solvent. The generality of multigram scale amidations is demonstrated by the conversion of a selected list of aldehydes, in which the corresponding amides can be isolated in high purity without the need for special purification procedures.