Photocatalytic Stoichiometric Oxidant-Free Synthesis of Linear Unsaturated Ketones from 1,2-Disubstituted Cyclopropanols

Synthesis ◽  
2020 ◽  
Author(s):  
Alaksiej L. Hurski ◽  
Marharyta V. Laktsevich-Iskryk ◽  
Anastasiya V. Krech ◽  
Vladimir N. Zhabinskii ◽  
Vladimir A. Khripach
Keyword(s):  
Visible Light ◽  
Ring Opening ◽  
Unsaturated Ketones ◽  
Air Atmosphere ◽  
Reaction Proceeds ◽  
One Step

AbstractA one-step catalytic oxidant-free synthesis of unsaturated ketones from 1,2-disubstituted cyclopropanols is reported. Previously for this transformation, only two- and three-step protocols have been developed. The reaction proceeds under irradiation with visible light in the presence of catalytic amounts of both an acridinium photocatalyst and a cobaloxime complex. 2-Aryl-substituted cyclopropanols react giving α,β-unsaturated ketones, while dehydrogenative ring opening of 2-alkyl-substituted substrates affords mixtures of α,β- and β,γ-enones. The reaction starts with one-electron oxidation of a cyclopropanol to cyclopropyloxy radical, presumably, by the photoexcited acridinium catalyst. We also found that Co(dmgBF2)2(MeCN)2 complex under an air atmosphere and irradiation with blue LEDs or upon heating can serve as a hydroxycyclopropane oxidant.

Visible Light-Promoted Catalytic Ring-Opening Isomerization of 1,2-Disubstituted Cyclopropanols to Linear Ketones

2019 ◽  
Author(s):  
Marharyta V. Laktsevich-Iskryk ◽  
Nastassia A. Varabyeva ◽  
Volha V. Kazlova ◽  
Vladimir N. Zhabinskii ◽  
Vladimir A. Khripach ◽  
...  
Keyword(s):  
Visible Light ◽  
Functional Groups ◽  
Ring Opening ◽  
Radical Intermediates ◽  
Reaction Proceeds

In this article, we report a photocatalytic protocol for the isomerization of 1,2-disubstituted cyclopropanols to linear ketones. The reaction proceeds <i>via</i> radical intermediates and tolerates various functional groups.

Visible Light-Promoted Catalytic Ring-Opening Isomerization of 1,2-Disubstituted Cyclopropanols to Linear Ketones

2019 ◽  
Author(s):  
Marharyta V. Laktsevich-Iskryk ◽  
Nastassia A. Varabyeva ◽  
Volha V. Kazlova ◽  
Vladimir N. Zhabinskii ◽  
Vladimir A. Khripach ◽  
...  
Keyword(s):  
Visible Light ◽  
Functional Groups ◽  
Ring Opening ◽  
Radical Intermediates ◽  
Reaction Proceeds

In this article, we report a photocatalytic protocol for the isomerization of 1,2-disubstituted cyclopropanols to linear ketones. The reaction proceeds <i>via</i> radical intermediates and tolerates various functional groups.

Reactions of 4-Pyrones with Azomethine Ylides as a Chemo­selective Method for the Construction of Multisubstituted Pyrano[2,3-c]pyrrolidines

Synthesis ◽  
2021 ◽  
Author(s):  
Dmitrii L. Obydennov ◽  
Vyacheslav D. Steben’kov ◽  
Konstantin L. Obydennov ◽  
Sergey A. Usachev ◽  
Vladimir S. Moshkin ◽  
...  
Keyword(s):  
Double Bond ◽  
Ring Opening ◽  
Azomethine Ylides ◽  
Azomethine Ylide ◽  
Dipolar Cycloaddition ◽  
Computational Studies ◽  
Carbon Double Bond ◽  
Reactivity Indexes ◽  
Reaction Proceeds

Abstract4-Pyrones bearing electron-donating and electron-withdrawing groups react with nonstabilized azomethine ylides to form pyrano[2,3-c]pyrrolidines in moderate to good yields. The reaction proceeds chemoselectively as a 1,3-dipolar cycloaddition of the azomethine ylide at the carbon–carbon double bond of the pyrone activated by the electron-withdrawing substituent. The reactivity of 4-pyrones toward azomethine ylides was rationalized by computational studies with the use of reactivity indexes. The pyrano[2,3-c]pyrrolidine moiety could be modified, for example by a ring-opening transformation under the action of hydrazine to provide pyrazolyl-substituted pyrrolidines.

scholarly journals Cold Plasma Deposition of Polymeric Nanoprotrusion, Nanoparticles, and Nanofilm Structures on a Slide Glass Surface

Processes ◽  
2021 ◽  
Vol 9 (1) ◽  
pp. 99
Author(s):  
Sun-Woo Yi ◽  
In-Keun Yu ◽  
Woon-Jung Kim ◽  
Seong-Ho Choi
Keyword(s):  
Contact Angle ◽  
Visible Light ◽  
Methyl Methacrylate ◽  
Cold Plasma ◽  
Plasma Deposition ◽  
Vinyl Monomers ◽  
Glass Slides ◽  
Structure Surface ◽  
One Step ◽  
Coated Surface

In this study, we coated the surface of glass slides with nanoprotrusion, nanoparticles, and nanofilm structures by one-step plasma deposition of three vinyl monomers. Three functional vinyl monomers with symmetrical polarity sites were used: methyl methacrylate (MMA), trifluoro methylmethacrylate (TFMA), and trimethylsilyl methyl methacrylate (TSMA). The TSMA/MMA (80/20, mol-%) nanoprotrusion-coated surface of slide glass was superhydrophobic, with a 153° contact angle. We also evaluated the transmittance (%) of the slide glass with nanoprotrusions in the infrared (IR) (940 nm), ultraviolet (365 nm) and visible light (380–700 nm) regions. The obtained nanoprotrusion structure surface of slide glass created by plasma deposition transmits more than 90% of visible light.

Well-designed honeycomb Co3O4@CdS photocatalyst derived from cobalt foam for high-efficiency visible-light H2 evolution

2021 ◽  
Author(s):  
Chao Zhang ◽  
Baoquan Liu ◽  
Weiping Li ◽  
Xiangxue Liu ◽  
Ke Wang ◽  
...  
Keyword(s):  
Visible Light ◽  
Water Splitting ◽  
High Efficiency ◽  
H2 Evolution ◽  
One Step

Well-designed honeycomb Co3O4@CdS (H-Co3O4@CdS) was fabricated via a one-step strategy for efficient water splitting. During the decoration of CdS, honeycomb Co3O4 (H-Co3O4) with macropore was formed simultaneously. H-Co3O4 could enhance...

Porphyrin-Catalyzed Oxidation of N-Substituted Tetrahydroisoquinolines to Dihydroisoquinolones

Synlett ◽  
2021 ◽  
Author(s):  
Ao Li ◽  
Bin Pan ◽  
Mu Chao ◽  
Na Wang ◽  
Yu-Long Li ◽  
...  
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Air Atmosphere ◽  
Wide Range ◽  
Convenient Route ◽  
Catalyzed Oxidation

A visible-light-induced direct α-oxygenation of N-substituted tetrahydroisoquinoline derivatives has been successfully developed. Metalloporphyrin (ZnTPP) has been identified as an effective and inexpensive photocatalyst for this transformation with a wide range of substrates. This protocol provides a convenient route to afford the desired products in moderate to good yields at room temperature under air atmosphere.

One-step MOF assisted synthesis of SmVO4 nanorods for photocatalytic degradation of tetracycline under visible light

2020 ◽  
Vol 276 ◽  
pp. 128213 ◽  
Author(s):  
Jie Chen ◽  
Xiaojun Xu ◽  
Li Feng ◽  
Aijiang He ◽  
Lixiu Liu ◽  
...  
Keyword(s):  
Visible Light ◽  
Photocatalytic Degradation ◽  
One Step

Low-temperature processed inorganic perovskites for flexible detectors with a broadband photoresponse

Nanoscale ◽  
2019 ◽  
Vol 11 (6) ◽  
pp. 2871-2877 ◽  
Author(s):  
Ting Zhang ◽  
Feng Wang ◽  
Peng Zhang ◽  
Yafei Wang ◽  
Hao Chen ◽  
...  
Keyword(s):  
Low Temperature ◽  
Visible Light ◽  
Environmental Stability ◽  
Step Method ◽  
Broadband Spectrum ◽  
One Step ◽  
Spectrum Response

The flexible perovskite photodetector, fabricated by a modified one-step method, showed a broadband spectrum response from blind ultraviolet to visible light, and exhibited excellent mechanical flexibility and improved environmental stability.

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