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Updated: Feb 16, 2026

Qualitative Identification of Carboxylic Acids, Boronic Acids, and Amines Using Cruciform Fluorophores
Published on: August 19, 2013
N-Alkylation Using Sodium Triacetoxyborohydride with Carboxylic Acids as Alkyl Sources
Satoru Tamura1, Keigo Sato1, Tomikazu Kawano1
1Department of Medicinal and Organic Chemistry, School of Pharmacy, Iwate Medical University.
Abstract:
A versatile N-alkylation was performed using sodium triacetoxyborohydride and carboxylic acid as an alkyl source. The combination of these reagents furnished products different from those given previously by a similar reaction. Moreover, the mild conditions of our method allowed some functional groups to remain through the reaction, whereas they would react and be converted into other moieties in the similar reductive N-alkylation reported previously. Herein, we provide a new procedure for the preparation of various compounds containing nitrogen atoms.
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