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CC BY-NC-ND 4.0 · Synlett 2024; 35(19): 2191-2200
DOI: 10.1055/s-0042-1751566
DOI: 10.1055/s-0042-1751566
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Isotopic Labeling
Late-Stage C–H Deuteration of Organic Compounds via Ligand-Enabled Palladium-Catalyzed Hydrogen Isotope Exchange
We thank Kiel University for generous support. This project has received funding from the European Research Council (ERC) under the European Union’s Horizon 2020 research and innovation program (Grant No. 946044).
Abstract
Over the past years our lab has established a research program towards the late-stage introduction of deuterium into organic molecules using Pd-catalyzed reversible C–H activation as a means to affect hydrogen isotope exchange. Through catalyst design, including the introduction of novel ligand scaffolds, as well as the use of strategically chosen optimization and screening approaches, e.g., exploiting microscopic reversibility by first optimizing de-deuteration processes or using a multi-substrate screening approach, our studies have resulted in a number of synthetically useful labelling protocols and are described herein from a personal perspective.
1 Introduction
2 β-C(sp3)–H Deuteration of Free Carboxylic Acids
3 Nondirected C–H Deuteration of Arenes
4 Nondirected C–H Deuteration of Heteroarenes
5 Conclusion
Publication History
Received: 05 December 2023
Accepted after revision: 15 January 2024
Article published online:
22 March 2024
© 2024. The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial-License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/)
Georg Thieme Verlag KG
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