New Journal of Chemistry, Journal Year: 2023, Volume and Issue: 47(43), P. 20095 - 20099
Published: Jan. 1, 2023
We report a visible-light-mediated selenylation/cyclization reaction of selenium radicals generated from diselenides as radical sources with acrylimide derivatives, providing an effective route for the synthesis symmetrical selenosubstituted pyrrolidine-2,5-diones.
Language: Английский
Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(36)
Published: April 23, 2024
Three hybrid electrochemical protocols, which involve the energy transfer, direct photolysis and N-hydroxyphthalimide catalyst, respectively, are presented for selenylation/cyclization of fragile substrates 3-aza-1,5-dienes with diorganyl diselenides to afford 3-selenomethyl-4-pyrrolin-2-ones. The two electrophotocatalytic reactions indirect electrolysis one both regioselective external-oxidant- transition-metal-free, associated a broad substrate scope high Se-economy, all three methods amenable gram-scale syntheses, late-stage functionalizations, sunlight-induced experiments all-solar-driven syntheses.
Language: Английский
Citations
6
Molecules, Journal Year: 2023, Volume and Issue: 28(4), P. 1775 - 1775
Published: Feb. 13, 2023
Oximes and hydroxylamines are a very important class of skeletons that not only widely exist in natural products drug molecules, but also synthon, which have been used industrial production. Due to weak N-O σ bonds oximes hydroxylamines, they can be easily transformed into other functional groups by bond cleavage. Therefore, the synthesis N-heterocycle using as nitrogen sources has attracted wide attention. Recent advances for through transition-metal-catalyzed radical-mediated cyclization classified type rings summarized. In this paper, recent cleavage reviewed. We hope review provides new perspective on field, reference develop environmentally friendly sustainable methods.
Language: Английский
Citations
16
Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown
Published: Jan. 1, 2025
A visible-light-induced selenocyclization of o -vinylanilides with diselenides using molecular oxygen as a terminal oxidant has been developed.
Language: Английский
Citations
0
Chinese Journal of Chemistry, Journal Year: 2025, Volume and Issue: unknown
Published: April 17, 2025
Comprehensive Summary A practical photocatalytic annulation‐biselenylation strategy has been developed for the efficient synthesis of biselenium‐substituted 1‐indanones (38 examples in total) with generally good yields (up to 95%) and excellent stereoselectivity (>19 : 1 Z / E ratio) by employing enynones diaryl selenides as starting materials under photosensitizer‐free conditions. The reaction mechanism involves a cascade process comprising homolytic cleavage, radical addition, 5‐ exo ‐ dig cyclization, capture, enabling sequential formation multiple bonds, such C(sp 3 )‐Se, )‐C(sp 2 ), )‐Se rapidly construct molecular complexity. Notably, this approach demonstrates wide substrate compatibility tolerability towards various functional groups. It is further characterized its remarkable efficiency creating chemical bonds achieving high atomic utilization 100%.
Language: Английский
Citations
0
The Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 88(8), P. 5212 - 5219
Published: Oct. 23, 2022
Electroreductive ring-opening carboxylation of cycloketone oxime esters with atmospheric carbon dioxide is reported. This reaction proceeded under simple constant current conditions in an undivided cell using glassy as the cathode and magnesium sacrificial anode, providing substituted γ- δ-cyanocarboxylic acids moderate to good yields. Electrochemically generated cyanoalkyl radicals anion are proposed key intermediates.
Language: Английский
Citations
15
Catalysts, Journal Year: 2023, Volume and Issue: 13(9), P. 1300 - 1300
Published: Sept. 16, 2023
Organochalcogen-bearing heterocycles are important scaffolds in compounds under the spotlight of scientific interest optoelectronic fields and for biological applications. The use transition metals has been a versatile reliable way to carry out synthesis these molecules efficiently, delivering products high yields with wide functional diversity. In last 10 years, many classes have synthesized cyclization reaction acyclic alkenes alkynes incorporation chalcogen atom on its structure. Transition metal catalysts including Cu, Co, Pd, Ni, In, Ag, Fe salts used development new methodologies, expansion substrate scope, mechanistic studies. This review provides an overview recent approaches aim being useful resource interested researchers this area.
Language: Английский
Citations
6
ChemCatChem, Journal Year: 2024, Volume and Issue: 16(20)
Published: June 27, 2024
Abstract Herein, a method for the assembly of biologically valuable 3‐selenospiro[4,5]decatrienones through CuBr 2 ‐catalyzed ispo ‐cyclization Se powder, boronic acids, and N ‐( p ‐methoxyaryl)propiolamides has been established. In this protocol, noble transition metal, prefunctionalized selenylation reagent, strong chemical oxidant are not employed. This feature wide substrate scope, good functional group tolerance, easy operation, employing earth‐abundant metal as catalyst green air oxidant. Furthermore, several derivatizations performed to showcase practicability our strategy.
Language: Английский
Citations
1
Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 366(2), P. 188 - 193
Published: Dec. 1, 2023
Abstract A direct electrosynthesis of cyclic isoureas from N ‐allyl ureas and diselenides has been described. This protocol proceeds without any additional catalyst oxidant, at room temperature under air, providing the desired products in 71–91% yield. In addition, synthesis containing five to seven‐membered rings also achieved by employment this strategy. On basis mechanism experiments previous research works, a probable is proposed.
Language: Английский
Citations
2
Molecules, Journal Year: 2024, Volume and Issue: 29(15), P. 3685 - 3685
Published: Aug. 3, 2024
The synthesis and application of organoselenium compounds have developed rapidly, chiral become an important intermediate in the field medicine, materials, organic synthesis. strategy developing a green economy is still challenge with enantioselective properties. This review covers detail from 1979 to 2024 their fields asymmetric catalysis.
Language: Английский
Citations
0
New Journal of Chemistry, Journal Year: 2023, Volume and Issue: 47(43), P. 20095 - 20099
Published: Jan. 1, 2023
We report a visible-light-mediated selenylation/cyclization reaction of selenium radicals generated from diselenides as radical sources with acrylimide derivatives, providing an effective route for the synthesis symmetrical selenosubstituted pyrrolidine-2,5-diones.
Language: Английский
Citations
1