Zn(OTf)2-catalyzed intra- and intermolecular selenofunctionalization of alkenes under mild conditions DOI Creative Commons

Cong Qi,

Zhaogong Lu,

Yuyang Gu

и другие.

RSC Advances, Год журнала: 2024, Номер 14(32), С. 23147 - 23151

Опубликована: Янв. 1, 2024

Zn(OTf)2-catalyzed intra- and intermolecular selenofunctionalization of alkenes was achieved with electrophilic N-phenylselenophthalimide. This method provides straightforward efficient access to various seleno-substituted heterocycles vicinal Se heteroatom-disubstituted molecules under mild conditions. reaction is compatible substrates/functional groups, preliminary studies on the mechanistic were also conducted.

Язык: Английский

Recent advances in the synthesis of organoselenium heterocycle conjugates DOI
Saad Shaaban,

Hussein Ba‐Ghazal,

Yasair S. Al‐Faiyz

и другие.

Tetrahedron, Год журнала: 2024, Номер 157, С. 133957 - 133957

Опубликована: Март 23, 2024

Язык: Английский

Процитировано

16

Electrochemical selenofunctionalization of unactivated alkenes: access to β-hydroxy-selenides DOI
Anil Balajirao Dapkekar, Gedu Satyanarayana

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(9), С. 1775 - 1781

Опубликована: Янв. 1, 2024

This work demonstrates the electrochemical construction of 2-methyl-1-aryloxy-3-(arylselanyl)propan-2-ol/2-hydroxy-2-methyl-3-(arylselanyl)propyl 2-(2-hydroxy-2-methyl-3-(arylselanyl)propoxy)benzoate starting from aryl allyl ethers/allyl benzoates and diaryl diselenides under additive-free conditions. environmentally friendly method was achieved through constant current electrolysis in an undivided cell setup acid, oxidant, or catalyst-free Additionally, this technique enabled synthesis a variety β-hydroxy selenides including late-stage functionalization drug derivatives good to exceptional yields across various substrates mild reaction

Язык: Английский

Процитировано

8

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

Lewis Base Catalyzed Selenofunctionalization of Alkynes with Acid‐Controlled Divergent Chemoselectivity DOI
Ling‐Ling Chen,

Ren‐Fei Cao,

Hua Ke

и другие.

Chinese Journal of Chemistry, Год журнала: 2024, Номер 42(14), С. 1623 - 1629

Опубликована: Март 15, 2024

Comprehensive Summary Lewis base catalyzed and Brønsted acid controlled chemodivergent electrophilic selenofunctionalizations of alkynes were developed for the first time. Various selenium‐containing tetrasubstituted alkenes readily obtained in moderate to excellent yields with complete E / Z selectivities. As substrates 1‐ethynyl naphthol derivatives, linear produced via intermolecular oxygen nucleophilic attack absence additive; contrast, cyclic generated through intramolecular carbon capture addition acid.

Язык: Английский

Процитировано

5

Recent advances in selective mono-/dichalcogenation and exclusive dichalcogenation of C(sp2)–H and C(sp3)–H bonds DOI
Chang‐Sheng Wang, Yuan Xu, Shaopeng Wang

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 22(4), С. 645 - 681

Опубликована: Дек. 23, 2023

Organochalcogen compounds are prevalent in numerous natural products, pharmaceuticals, agrochemicals, polymers, biological molecules and synthetic intermediates. Direct chalcogenation of C-H bonds has evolved as a step- atom-economical method for the synthesis chalcogen-bearing compounds. Nevertheless, direct severely lags behind C-C, C-N C-O bond formations. Moreover, compared with monochalcogenation, reports selective mono-/dichalcogenation exclusive dichalcogenation relatively scarce. The past decade witnessed significant advancements various C(sp

Язык: Английский

Процитировано

11

Synthesis of β‐Hydroxyselenides via Electrochemical Hydroxyselenenylation of Alkenes with Diselenides and H2O DOI
Weiwei Li, Yingyuan Hu,

Junsheng Hou

и другие.

ChemistrySelect, Год журнала: 2024, Номер 9(5)

Опубликована: Фев. 2, 2024

Abstract A practical electrochemical method for the synthesis of β‐hydroxyselenides has been developed under an external oxidant‐free condition at room temperature air from alkenes with diselenides and H 2 O. radical mechanism is proposed this transformation gram‐scale reactions demonstrate practicability reaction.

Язык: Английский

Процитировано

3

Three‐Component Reactions of Alkenes with C–C Bond Formation: Recent Developments DOI
Zhan‐Yong Wang, Jiarong Li,

Tingan Li

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(24)

Опубликована: Апрель 17, 2024

Abstract Alkenes are highly valuable materials in organic synthesis, and their three‐component reactions offer a promising method for C−C bond formation carbon chain elongation. This approach not only reduces the number of reaction steps but also minimizes waste generation, enabling preparation polysubstituted alkanes from simple starting materials. In this review, we provide an overview recent advancements field 2013 to 2023. We have classified developments into three main categories: (1) triggered by C‐radicals or heteroatom‐radicals; (2) cascades involving three‐membered ring intermediates; (3) transformations catalyzed metals. will discuss wide range that involve diazoium salts, arylhydrazines, acids, aldehydes, 1,3‐dicarbonyls, diazo compounds, amines, malononitriles, diacyl peroxides, ethers, 1,3‐dithiane, arenes, CuSCF 3 , selectfluor, Et N ⋅ 3HF, TBHP, CH 2 Cl CHCl CO CO, KCl, H O, other reagents. These lead alkylation, arylation, carbonylation products. believe review be helpful future research area.

Язык: Английский

Процитировано

3

FeCl3-Catalyzed Oxidative Diselenylation of Pyrrole-tethered Indoles DOI
Jing Zhou,

Xue Sheng,

Man Jiang

и другие.

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

Опубликована: Янв. 1, 2025

A mild and efficient FeCl 3 -catalyzed oxidative diselenylation of pyrrole-tethered indoles has been achieved by using RSeSeR as the source selenium m -chloroperoxybenzoic acid ( CPBA) oxidant (yields 17–70%).

Язык: Английский

Процитировано

0

Synthesis of 5‐Arylselenyluracils via Bromide‐Catalyzed Selective C(sp2)‐H Selenylation of Uracils DOI

Zhouting Zeng,

Feng Zhao, Huaixin Wei

и другие.

Asian Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Май 28, 2025

Abstract Herein, an efficient method for the synthesis of 5‐arylselenyluracils via bromide‐catalyzed selective C( sp 2 )‐H selenylation uracils using boronic acid and elemental selenium as selenyl source was successfully developed. This proceeded smoothly a series arylboronic acids under metal‐free strong oxidant‐free conditions. protocol offered simple catalytic conditions, high efficiency, good functional group compatibility, easy operation, scalable. Furthermore, mechanistic studies suggested that this transformation possibly undergone radical pathway.

Язык: Английский

Процитировано

0

[Bis(trifluoroacetoxy)iodo]benzene mediated regioselectivec(sp2)–H selenylation of α-oxo ketene dithioacetals under ambient conditions DOI
Samir Mandal, Sanϳay Roy, Sajal Kumar Das

и другие.

Tetrahedron Letters, Год журнала: 2025, Номер unknown, С. 155685 - 155685

Опубликована: Июнь 1, 2025

Язык: Английский

Процитировано

0