B(C <sub>6</sub> F <sub>5</sub> ) <sub>3</sub> -Catalyzed, Metal-Free Reduction of Diselenides and Ditellurides, and One-Pot Syntheses of <i>O,Se</i> -Acetals, Selenoesters, Selanylketones, and Telluroesters

Silyl selenides and tellurides were successfully synthesized by respectively reacting diselenides or ditellurides with silanes under catalysis of B(C6F5)3 at rt. Without workup, these were reacted with a variety of aldehydes, carboxylic acid derivatives, and α,β-unsaturated ketones under nucleophilic catalysis generating O,Se-acetals, seleno- and telluroesters, and selanylketones in good to excellent yields, respectively. A triethylsilyl O,Se-acetal was utilized in a three-component radical reaction.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-05-16
DOI
https://doi.org/10.1021/acs.joc.6c00225
Primary Topic
Organoselenium and organotellurium chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

B(C 6 F 5 ) 3 -Catalyzed, Metal-Free Reduction of Diselenides and Ditellurides, and One-Pot Syntheses of O,Se -Acetals, Selenoesters, Selanylketones, and Telluroesters

Masaharu Sugiura, Yuki Hashimoto, Mustapha K. Abeka
The Journal of Organic Chemistry
Organoselenium and organotellurium chemistry
article

B(C 6 F 5 ) 3 -Catalyzed, Metal-Free Reduction of Diselenides and Ditellurides, and One-Pot Syntheses of O,Se -Acetals, Selenoesters, Selanylketones, and Telluroesters

Masaharu Sugiura, Yuki Hashimoto, Mustapha K. Abeka
article en

Abstract

Silyl selenides and tellurides were successfully synthesized by respectively reacting diselenides or ditellurides with silanes under catalysis of B(C6F5)3 at rt. Without workup, these were reacted with a variety of aldehydes, carboxylic acid derivatives, and α,β-unsaturated ketones under nucleophilic catalysis generating O,Se-acetals, seleno- and telluroesters, and selanylketones in good to excellent yields, respectively. A triethylsilyl O,Se-acetal was utilized in a three-component radical reaction.

The Journal of Organic Chemistry
Sojo University (JP)
Japan Society for the Promotion of Science
Openalex Percentile: Top 5%
Organoselenium and organotellurium chemistry
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