Ag(i)-Mediated hydrogen isotope exchange of mono-fluorinated (hetero)arenes

Guang Qi Hu; En Ci Li; Hong Hai Zhang; Wei Huang

doi:10.1039/d0ob01273d

Ag(i)-Mediated hydrogen isotope exchange of mono-fluorinated (hetero)arenes

Guang Qi Hu, En Ci Li, Hong Hai Zhang, Wei Huang

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21 Scopus citations

Abstract

An efficient approach to install deuterium into mono-fluorinated (hetero)arenes by a Ag2CO3/Sphos-mediated HIE protocol with D2O as the deuterium source has been disclosed. This method showed a specific site selectivity of deuteration at the α-position of the fluorine atom, which is complementary to the existing transition metal-catalyzed HIE process.

Original language	English
Pages (from-to)	6627-6633
Number of pages	7
Journal	Organic and Biomolecular Chemistry
Volume	18
Issue number	34
DOIs	https://doi.org/10.1039/d0ob01273d
State	Published - Sep 14 2020
Externally published	Yes

Funding

We thank the National Natural Science Foundation of China (Grant Numbers 21704041), Six Talent Peaks Project in Jiangsu Province (Grant Number XCL-027) and Nanjing Scientific Research Foundation for Returned Scholars for their support. We thank Peter V. Bonnesen and Kunlun Hong (Oak Ridge National Laboratory) for assistance in the preparation of the manuscript.

Funders	Funder number
National Natural Science Foundation of China	21704041
Six Talent Peaks Project in Jiangsu Province	XCL-027
Scientific Research Foundation for Returned Scholars of Ministry of Education

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abstract = "An efficient approach to install deuterium into mono-fluorinated (hetero)arenes by a Ag2CO3/Sphos-mediated HIE protocol with D2O as the deuterium source has been disclosed. This method showed a specific site selectivity of deuteration at the α-position of the fluorine atom, which is complementary to the existing transition metal-catalyzed HIE process.",

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AB - An efficient approach to install deuterium into mono-fluorinated (hetero)arenes by a Ag2CO3/Sphos-mediated HIE protocol with D2O as the deuterium source has been disclosed. This method showed a specific site selectivity of deuteration at the α-position of the fluorine atom, which is complementary to the existing transition metal-catalyzed HIE process.

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Ag(i)-Mediated hydrogen isotope exchange of mono-fluorinated (hetero)arenes

Abstract

Funding

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