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Late-Stage C–H Deuteration of Organic Compounds via Ligand-Enabled Palladium-Catalyzed Hydrogen Isotope Exchange
Synlett ( IF 2 ) Pub Date : 2024-03-22 , DOI: 10.1055/s-0042-1751566
Manuel van Gemmeren , Jyotirmoy Dey

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



中文翻译:

通过配体钯催化氢同位素交换进行有机化合物的后期 C-H 氘化

在过去的几年里,我们的实验室制定了一项研究计划,旨在使用 Pd 催化的可逆 C-H 活化作为影响氢同位素交换的手段,在后期将氘引入有机分子中。通过催化剂设计,包括引入新型配体支架,以及使用战略选择的优化和筛选方法,例如,通过首先优化脱氘过程或使用多底物筛选方法来利用微观可逆性,我们的研究取得了成果在许多综合上有用的标记方案中,本文从个人角度进行了描述。

1 简介

2 β-C(sp 3 )–H 游离羧酸的氘化

3 芳烃的非定向C-H氘化

4 杂芳烃的非定向C-H氘化

5 结论

更新日期:2024-03-23
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