N-Chloro-N-sodio-carbamates as a Practical Amidating Reagent for Scalable and Sustainable Amidation of Aldehydes under Visible Light

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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 alpha,alpha,alpha-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.
Publisher
AMER CHEMICAL SOC
Issue Date
2021-05
Language
English
Article Type
Article
Citation

ORGANIC PROCESS RESEARCH & DEVELOPMENT, v.25, no.5, pp.1176 - 1183

ISSN
1083-6160
DOI
10.1021/acs.oprd.1c00054
URI
http://hdl.handle.net/10203/286031
Appears in Collection
CH-Journal Papers(저널논문)
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