Solvent-Tuned Selective N -Ethylation and N -Acetylation of Amines Using NaBH(OAc) 3
Abstract
We herein describe an efficient and highly selective N -ethylation and N -acetylation of secondary amines using sodium triacetoxyborohydride [NaBH(OAc) 3 ] as alkyl and acetyl sources, which were controlled by the solvent. High isolated yields were obtained for a series of N -substituted amine substrates with flash column chromatographic purification. The practicability of the methodology was demonstrated by synthesizing an approved drug, and the mechanism was proposed based on experiments.
Fields of Study & Subjects
Asymmetric Hydrogenation and Catalysis
Chemical Synthesis and Reactions
Carbon dioxide utilization in catalysis
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Volume
- 91
- Issue
- 22
- Pages
- 7563–7567
- Publication date
- 26 May 2026
- Language
- EN