New Journal of Chemistry, Journal Year: 2023, Volume and Issue: 47(20), P. 9569 - 9574
Published: Jan. 1, 2023
Using an isolable selenenyl iodide, the characteristic thermodynamics of iodide addition to olefins were elucidated and applied develop efficient selenofunctionalization with external oxygen or nitrogen nucleophiles.
Language: Английский
Green Chemistry, Journal Year: 2023, Volume and Issue: 25(19), P. 7485 - 7507
Published: Jan. 1, 2023
The recent advances on the electrochemical selenofunctionalization of unsaturated C–C bonds were comprehensively summarized in this review.
Language: Английский
Citations
32
Chemical Society Reviews, Journal Year: 2024, Volume and Issue: 53(10), P. 4926 - 4975
Published: Jan. 1, 2024
In search for the perfect wave(length). This review is dedicated to recent efforts in development of visible light driven photochemical strategies occurring coloured organic compounds.
Language: Английский
Citations
13
Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown
Published: Jan. 1, 2025
Selenium-based catalysts have recently been utilized to facilitate a variety of new organic transformations, owing their intrinsic advantages, including low cost, toxicity, stability in both air and water, strong compatibility with diverse functional groups. The difunctionalization alkenes-the process incorporating two groups onto carbon-carbon double bond-has garnered particular interest within the chemical community its significant applications synthesis. Recently, organoselenium-catalyzed alkenes has emerged as an ideal powerful route obtain high-value vicinal difunctionalized molecules. This review emphasizes recent advancements this rapidly evolving field, focusing on scope, limitations, mechanisms various reactions.
Language: Английский
Citations
1
ACS Organic & Inorganic Au, Journal Year: 2022, Volume and Issue: 2(6), P. 455 - 463
Published: Aug. 19, 2022
Selenium-containing organic molecules have recently found a plethora of applications, ranging from synthesis to pharmacology and material sciences. In view these concepts, the development mild, efficient, general protocols for formation C–Se bonds is desirable, light induced approaches are appealing ways. The aim this Review provide reader with most recent examples promoted selenylation processes.
Language: Английский
Citations
31
Green Chemistry, Journal Year: 2023, Volume and Issue: 25(10), P. 3925 - 3930
Published: Jan. 1, 2023
We herein describe a methodology for the production of organoselenium compounds by electrocatalytic difunctionalisation alkenes.
Language: Английский
Citations
20
Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(30), P. 6198 - 6204
Published: Jan. 1, 2024
Reported herein is a visible-light induced selenocyclization of 2-ethynylanilines under ambient conditions, with simple FeBr 3 as dual-functional catalyst.
Language: Английский
Citations
7
Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(14), P. 2310 - 2331
Published: June 24, 2023
Abstract Alkenes are valuable feedstocks in organic synthesis. Selenium or sulfur‐containing coumpounds with a neighboring functional group can be easily prepared by direct difunctionalization of alkenes via three‐component reactions. It will reduce the number steps and waste generation, form complicated molecules from simple starting materials. Herein, recent developments (2013–2022) have been summarized two categories: (1) selenylation seleniranium intermediates Se‐centered radicals; (2) thiolation more diverse mechanisms products Reactions electron‐rich arenes, alcohols, water, acids, NaN 3 , amines, KSCN, sulfamides, TMSNCS, TMSN Et N ⋅ 3HF, SOCl 2 HCl, NFSI, t BuONO, pyridinium salts, BuOOH, ArN BF 4 CO CO, O CF SO Cl, R P(O)−H, (RO) P(O)SH, P(O)OH et al discussed. We hope this review do help for future research area.
Language: Английский
Citations
17
The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(11), P. 7431 - 7447
Published: May 23, 2023
Three-component selenofunctionalization processes of olefins, diselenides and sulfonamides, water, alcohols, or acids utilizing 1-fluoropyridinium triflate (FP-OTf) as a reaction promoter are reported. Under the optimal conditions, broad range vicinally functionalized selenide derivatives was accessible with high yields excellent functional group compatibilities. Mechanistic studies revealed that FP-OTf played key role in this process.
Language: Английский
Citations
15
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
The Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 87(21), P. 14609 - 14622
Published: Oct. 25, 2022
Intermolecular carboselenenylation of easily accessible alkenes by utilizing diselenides and N-fluorobenzenesulfonimide (NFSI) under metal-free mild conditions is reported. Preliminary mechanistic studies indicate that the oxidation diselenide NFSI through a single-electron-transfer process produces an active selenenyl cationic radical species initiates intermolecular olefins, forming key Se-C C-C bonds. Under optimized conditions, broad spectrum functionally structurally diverse selenoether derivatives with promising yields accessed very high functional group tolerance.
Language: Английский
Citations
22