Efficient oxyselenation and aminoselenation utilizing a selenenyl iodide based on the characteristic thermodynamics of its reaction with olefins DOI
Satoru Kuwano,

Erika Takahashi,

Jun Kikushima

и другие.

New Journal of Chemistry, Год журнала: 2023, Номер 47(20), С. 9569 - 9574

Опубликована: Янв. 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.

Язык: Английский

Recent progress in the electrochemical selenofunctionalization of alkenes and alkynes DOI
Pei Qu,

You‐Qin Jiang,

Yong‐Hao Wang

и другие.

Green Chemistry, Год журнала: 2023, Номер 25(19), С. 7485 - 7507

Опубликована: Янв. 1, 2023

The recent advances on the electrochemical selenofunctionalization of unsaturated C–C bonds were comprehensively summarized in this review.

Язык: Английский

Процитировано

32

Visible photons as ideal reagents for the activation of coloured organic compounds DOI Creative Commons
Lorenzo Di Terlizzi, Luca Nicchio,

Stefano Protti

и другие.

Chemical Society Reviews, Год журнала: 2024, Номер 53(10), С. 4926 - 4975

Опубликована: Янв. 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.

Язык: Английский

Процитировано

13

Recent progress in the organoselenium-catalyzed difunctionalization of alkenes DOI
Pei Qu, Gong‐Qing Liu

Organic & Biomolecular Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 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.

Язык: Английский

Процитировано

1

Recent Advances in Light-Induced Selenylation DOI Creative Commons
Stefano Protti, Maurizio Fagnoni

ACS Organic & Inorganic Au, Год журнала: 2022, Номер 2(6), С. 455 - 463

Опубликована: Авг. 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.

Язык: Английский

Процитировано

31

Versatile electrooxidative amino- and oxyselenation of alkenes DOI
R. Wang,

Nana Zhang,

Yonghong Zhang

и другие.

Green Chemistry, Год журнала: 2023, Номер 25(10), С. 3925 - 3930

Опубликована: Янв. 1, 2023

We herein describe a methodology for the production of organoselenium compounds by electrocatalytic difunctionalisation alkenes.

Язык: Английский

Процитировано

20

Visible-light induced selenocyclization of 2-ethynylanilines under ambient conditions: simple FeBr3 as a dual-functional catalyst DOI
Binbin Huang,

Xinye Tang,

Jiawei Yuan

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(30), С. 6198 - 6204

Опубликована: Янв. 1, 2024

Reported herein is a visible-light induced selenocyclization of 2-ethynylanilines under ambient conditions, with simple FeBr 3 as dual-functional catalyst.

Язык: Английский

Процитировано

7

Oxidative Three-Component Selenofunctionalization of Alkenes: Convenient Access to Vicinally Functionalized Selenides DOI
Yun‐Qian Zhang,

You‐Qin Jiang,

Yong‐Hao Wang

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(11), С. 7431 - 7447

Опубликована: Май 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.

Язык: Английский

Процитировано

15

Recent Developments in Selenylation and Thiolation of Alkenes via Three‐component Reactions DOI

Liguo Lu,

Dayun Huang, Zefeng Wang

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(14), С. 2310 - 2331

Опубликована: Июнь 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.

Язык: Английский

Процитировано

15

Electrophotocatalysis Versus Indirect Electrolysis: Electrochemical Selenocyclization of 3‐Aza‐1,5‐dienes Facilitated by Energy Transfer, Direct Photolysis or N‐Hydroxyphthalimide DOI

Dongyin Wang,

Li Zeng, Jifu Shi

и другие.

Chemistry - A European Journal, Год журнала: 2024, Номер 30(36)

Опубликована: Апрель 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.

Язык: Английский

Процитировано

6

N-Fluorobenzenesulfonimide-Mediated Intermolecular Carboselenenylation of Olefins with Aromatics and Diselenides DOI

You‐Qin Jiang,

Yong‐Hao Wang,

Chen-Fan Zhou

и другие.

The Journal of Organic Chemistry, Год журнала: 2022, Номер 87(21), С. 14609 - 14622

Опубликована: Окт. 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.

Язык: Английский

Процитировано

22