A photocatalyzed reduction of the C=C double bond in β-nitroacrylates under flow conditions is developed. The reaction takes place upon irradiation at 390 nm in the presence of tetrabutylammonium decatungstate and requires γ-terpinene as a hydrogen source. Products are obtained in good yields, and various functional groups are tolerated, such as unconjugated double bonds, benzyl groups and carbonyls, thus demonstrating a substantial chemoselectivity.

Photocatalyzed Reduction of β-Nitroacrylates via Hydrogen Atom Transfer Promoted by Tetrabutylammonium Decatungstate

Stefano Protti;Davide Ravelli
;
Alessandro Palmieri
2025-01-01

Abstract

A photocatalyzed reduction of the C=C double bond in β-nitroacrylates under flow conditions is developed. The reaction takes place upon irradiation at 390 nm in the presence of tetrabutylammonium decatungstate and requires γ-terpinene as a hydrogen source. Products are obtained in good yields, and various functional groups are tolerated, such as unconjugated double bonds, benzyl groups and carbonyls, thus demonstrating a substantial chemoselectivity.
2025
The Organic Chemistry/Polymer Science category includes resources concerned with the related fields of organic chemistry and polymer science. The organic chemistry resources deal with compounds of carbon with the exception of certain simple ones, such as the carbon oxides, carbonates, cyanides and cyanates (see Inorganic & Nuclear Chemistry). This category includes research on synthetic and natural organic compounds that may include other elements, such as hydrogen and oxygen, but also nitrogen, halogens, sulphur and phosphorous. Resources concerned with hydrocarbons, organic compounds containing only the elements carbon and hydrogen, are also included in this category. Examples are the alkanes, alkenes, alkynes and aromatics, such as benzene and naphthalene. Polymer science includes all resources dealing with the study, production and technology of polymers, which are compounds composed of very large molecules made up of repeating molecular units (monomers). Polymers may be natural substances, such as polysaccharides or proteins, or synthetic materials, such as nylon or polyethylene.
Esperti anonimi
Inglese
Internazionale
STAMPA
28
39
e202500741
6
flow chemistry, hydrogen atom transfer, photocatalysis, reduction, β-nitroacrylates
https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.202500741
no
4
info:eu-repo/semantics/article
262
Lupidi, Gabriele; Protti, Stefano; Ravelli, Davide; Palmieri, Alessandro
1 Contributo su Rivista::1.1 Articolo in rivista
none
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11571/1539662
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