Alkali Metal\nAmide-Catalyzed α‑Deuteration\nof Sulfides

The catalytic α-deuteration of sulfides was developed\nunder\nmild conditions by using alkali metal amides [KN(SiMe<sub>3</sub>)<sub>2</sub> and CsN(SiMe<sub>3</sub>)<sub>2</sub>] as the catalyst. This\napproach successfully achieves a selective and efficient H/D exchange\nreaction of sulfides with D<sub>2</sub> without using transition metal\ncatalysts. A series of deuterium-labeled thioanisoles and alkyl methyl\nsulfides were obtained in good to high levels of deuterium incorporation.

Publication Details

Journal
Figshare
Published
2024-12-02
DOI
https://doi.org/10.1021/acs.orglett.4c03654.s001
Primary Topic
Chemical Reactions and Isotopes
Type
article
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article

Alkali Metal\nAmide-Catalyzed α‑Deuteration\nof Sulfides

Figshare
Chemical Reactions and Isotopes
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Alkali Metal\nAmide-Catalyzed α‑Deuteration\nof Sulfides

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Abstract

The catalytic α-deuteration of sulfides was developed\nunder\nmild conditions by using alkali metal amides [KN(SiMe<sub>3</sub>)<sub>2</sub> and CsN(SiMe<sub>3</sub>)<sub>2</sub>] as the catalyst. This\napproach successfully achieves a selective and efficient H/D exchange\nreaction of sulfides with D<sub>2</sub> without using transition metal\ncatalysts. A series of deuterium-labeled thioanisoles and alkyl methyl\nsulfides were obtained in good to high levels of deuterium incorporation.

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Chemical Reactions and Isotopes
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Alkali Metal\nAmide-Catalyzed α‑Deuteration\nof Sulfides · Figshare (2024) | TGRS Research Map | TGRS