August 2024

Journal

Synthesis of Perdeuterated Alkyl Amines/Amides with Pt/C as Catalyst under Mild Conditions

By:
Zhang, Honghai ; chen, Mengzhe; Yu, Xinbin ; Bonnesen, Peter V; Wu, Zili ; Chen, Hsin-Lung; O'Neill, Hugh M
Journal Name:
The Journal of Organic Chemistry
Page Number:
8262-8266
Volume:
89
Issue Number:
11
Publication Date:
August 15, 2024
View DOI Listing:
https://doi.org/10.1021/acs.joc.4c00553

Abstract

A convenient method for the synthesis of perdeuterated alkyl amides/amines is disclosed. Perdeuterated acetyl amides can be achieved by a hydrogen–deuterium (H/D) exchange protocol with Pt/C as a catalyst and D2O as a deuterium source under mild conditions. After removal or reduction of the acetyl group, this protocol can provide perdeuterated primary, secondary, and tertiary amines, which are difficult to achieve via other methods.