Related Experiment Video
Updated: Nov 1, 2025

A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
Published on: February 16, 2020
A highly selective decarboxylative deuteration of carboxylic acids
Nian Li1, Yunyun Ning1, Xiaopeng Wu1
1State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, Chemistry and Biomedicine Innovation Center (ChemBIC), School of Chemistry and Chemical Engineering, Nanjing University Nanjing 210023 China xie@nju.edu.cn lwp1989@nju.edu.cn cjzhu@nju.edu.cn.
Abstract:
In this paper, we report a mild and practical method for precise deuteration of aliphatic carboxylic acids by synergistic photoredox and HAT catalysis. The reaction delivers excellent D-incorporation (up to 99%) at predicted sites even in substrates bearing reactive C-H bonds or versatile functional groups. The use of a recirculation reactor with a peristaltic pump supports a scalable preparative ability (up to 50 mmol) under very mild reaction conditions. The practical and precise deuteration of readily available complex carboxylic acids makes this protocol promising for the preparation of deuterium-labelled compounds.
Related Concept Videos
Loss of Carboxy Group as CO2: Decarboxylation of β-Ketoacids
Reactions of Carboxylic Acids: Introduction
Loss of Carboxy Group as CO2: Decarboxylation of Malonic Acid Derivatives
Preparation of Aldehydes and Ketones from Carboxylic Acid Derivatives
Carboxylic acid derivatives like acid chlorides and esters are more easily reducible than the corresponding acids. The derivatives reduce in the presence of mild reducing agents to give aldehydes. Aldehydes can also be prepared by Rosenmund reduction, that is, the reduction of...
Esters to Carboxylic Acids: Acid-Catalyzed Hydrolysis
During hydrolysis, the ester is first activated towards nucleophilic attack through the protonation of the carboxyl oxygen atom by the acid catalyst. The protonation makes the ester carbonyl carbon more electrophilic. In the next step, water acts as a nucleophile and adds to the...
Preparation of Carboxylic Acids: Overview

