Reductive Deuteration of Acyl Chlorides for the Synthesis of α, α-Dideuterio Alcohols Using SmI2 and D2O

Hengzhao Li; Yuxia Hou; Mengqi Peng; Lijun Wang; Junyu Li; Lei Ning; Zemin Lai; Yixuan Li; Jie An

doi:10.3390/molecules28010416

Reductive Deuteration of Acyl Chlorides for the Synthesis of α, α-Dideuterio Alcohols Using SmI₂ and D₂O

Molecules. 2023 Jan 3;28(1):416. doi: 10.3390/molecules28010416.

Authors

Hengzhao Li^{1

2}, Yuxia Hou², Mengqi Peng^{1

2}, Lijun Wang^{1

2}, Junyu Li¹, Lei Ning¹, Zemin Lai¹, Yixuan Li¹, Jie An¹

Affiliations

¹ Department of Nutrition and Health, China Agricultural University, No. 2 Yuanmingyuan West Road, Beijing 100193, China.
² Department of Chemistry and Innovation Center of Pesticide Research, China Agricultural University, No. 2 Yuanmingyuan West Road, Beijing 100193, China.

Abstract

The synthesis of α,α-dideuterio alcohols has been achieved via single electron transfer reductive deuteration of acyl chlorides using SmI₂ and D₂O. This method is distinguished by its remarkable functional group tolerance and exquisite deuterium incorporation, which has also been applied to the synthesis of valuable deuterated agrochemicals and their building blocks.

Keywords: D2O; SmI2; acyl chlorides; reductive deuteration; α,α-dideuterio alcohols.

MeSH terms

Alcohols*
Chlorides*
Deuterium
Iodides

Substances

Alcohols
Deuterium
samarium diiodide
Chlorides
Iodides

Abstract

MeSH terms

Substances

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