Copper(II)-catalyzed selective reduction of chalcones using phenylsilane

A copper-catalyst system for the chemoselective reduction of electronically diverse chalcones under mild reaction conditions is reported here. This straightforward method employs phenylsilane (PhSiH<sub>3</sub>) as a mild hydride source, 4,5-diazafluoren-9-one (DAFO) as a ligand, and copper(II) acetate as the catalyst. The reduction was successfully applied to a range of chalcone derivatives containing both electron-donating (EDG) and electron-withdrawing (EWG) groups. Under optimized conditions, a broad scope of substrates was explored, yielding products in moderate to good yields. The sustainability of copper catalysis and the ease of applying this catalytic system make it an attractive alternative for selective alkene reductions in targeted organic synthesis.

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Publication Details

Journal
Tetrahedron Letters
Published
2025-03-30
DOI
https://doi.org/10.1016/j.tetlet.2025.155567
Citations
1
Primary Topic
Chemical Synthesis and Reactions
Type
article
Field-Weighted Citation Impact
0.94
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article

Copper(II)-catalyzed selective reduction of chalcones using phenylsilane

Sean L. Stokes, Joseph P. Emerson, Mahshid Attarroshan, Blanco Garazi Vazquez et al.
1 citations
Tetrahedron Letters
Chemical Synthesis and Reactions
0.94
article

Copper(II)-catalyzed selective reduction of chalcones using phenylsilane

Sean L. Stokes, Joseph P. Emerson, Mahshid Attarroshan, Blanco Garazi Vazquez, C. Andrews
article en
1 citations

Abstract

A copper-catalyst system for the chemoselective reduction of electronically diverse chalcones under mild reaction conditions is reported here. This straightforward method employs phenylsilane (PhSiH<sub>3</sub>) as a mild hydride source, 4,5-diazafluoren-9-one (DAFO) as a ligand, and copper(II) acetate as the catalyst. The reduction was successfully applied to a range of chalcone derivatives containing both electron-donating (EDG) and electron-withdrawing (EWG) groups. Under optimized conditions, a broad scope of substrates was explored, yielding products in moderate to good yields. The sustainability of copper catalysis and the ease of applying this catalytic system make it an attractive alternative for selective alkene reductions in targeted organic synthesis.

Tetrahedron LettersVol. 161
Mississippi State University (US)
Openalex Percentile: Top 28%
Chemical Synthesis and Reactions
0.94
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Copper(II)-catalyzed selective reduction of chalcones using phenylsilane — Sean L. Stokes, Joseph P. Emerson, et al. · Tetrahedron Letters (2025) | TGRS Research Map | TGRS