Palladium Catalyzed\nCyanation of Diaryl Sulfoxides

Aryl nitriles are highly versatile and useful compounds.\nA palladium-catalyzed\ncyanation of diaryl sulfoxides using bench-stable Zn(CN)<sub>2</sub> as the cyanating reagent has been developed. The reaction proceeded\nwell using Pd(OAc)<sub>2</sub> as the catalyst with the inexpensive\nligand PCy<sub>3</sub> in the presence of <i>t</i>-BuONa.\nThe method has a broad scope of substrates and is scalable. The regioselective\ncyanation of unsymmetrical diaryl sulfoxides was observed at the side\nof electron-deficient and more steric hindered aryl groups.

Publication Details

Journal
Figshare
Published
2024-11-07
DOI
https://doi.org/10.1021/acs.joc.4c02506.s001
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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Palladium Catalyzed\nCyanation of Diaryl Sulfoxides

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Catalytic C–H Functionalization Methods
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Palladium Catalyzed\nCyanation of Diaryl Sulfoxides

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Abstract

Aryl nitriles are highly versatile and useful compounds.\nA palladium-catalyzed\ncyanation of diaryl sulfoxides using bench-stable Zn(CN)<sub>2</sub> as the cyanating reagent has been developed. The reaction proceeded\nwell using Pd(OAc)<sub>2</sub> as the catalyst with the inexpensive\nligand PCy<sub>3</sub> in the presence of <i>t</i>-BuONa.\nThe method has a broad scope of substrates and is scalable. The regioselective\ncyanation of unsymmetrical diaryl sulfoxides was observed at the side\nof electron-deficient and more steric hindered aryl groups.

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Catalytic C–H Functionalization Methods
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Palladium Catalyzed\nCyanation of Diaryl Sulfoxides · Figshare (2024) | TGRS Research Map | TGRS