Mechanochemical Solvent‐Free One‐Pot Synthesis of Poly‐Functionalized 5‐(Arylselanyl)‐1H‐1,2,3‐triazoles Through a Copper(I)‐Catalyzed Click Reaction DOI
Pintu Karmakar, Indrajit Karmakar, Debojyoti Mukherjee

и другие.

Chemistry - A European Journal, Год журнала: 2023, Номер 29(63)

Опубликована: Сен. 4, 2023

A mechanochemistry-driven practical and efficient synthetic protocol for accessing diverse series of biologically relevant poly-functionalized 5-(arylselanyl)-1H-1,2,3-triazoles through copper(I)-catalyzed click reaction between aryl/heteroaryl acetylenes, diaryl diselenides, benzyl bromides, sodium azide has been accomplished under high-speed ball-milling. Advantages this method include operational simplicity, avoidance using solvent external heating, one-pot synthesis, short time in minutes, good to excellent yields, broad substrate scope, gram-scale applications. Furthermore, synthesized organoselenium compounds were synthetically diversified promising selenones.

Язык: Английский

Photochemical and electrochemical regioselective cross-dehydrogenative C(sp2)–H sulfenylation and selenylation of substituted benzo[a]phenazin-5-ols DOI

Nayana Nayek,

Pintu Karmakar, Mullicka Mandal

и другие.

New Journal of Chemistry, Год журнала: 2022, Номер 46(28), С. 13483 - 13497

Опубликована: Янв. 1, 2022

The essence of photo- and electrochemistry: sulfenylation selenylation substituted benzo[ a ]phenazin-5-ols through cross-dehydrogenative C(sp 2 )–H functionalization.

Язык: Английский

Процитировано

19

Ruthenium Catalyzed C–H Selenylations of Aryl Acetic Amides and Esters via Weak Coordination DOI

Zhengyun Weng,

Xinyue Fang,

Meicui He

и другие.

Organic Letters, Год журнала: 2019, Номер 21(16), С. 6310 - 6314

Опубликована: Авг. 5, 2019

An efficient ruthenium-catalyzed direct C-H selenylation of aryl acetic amides and esters has been achieved via distal weakly coordination. Notable features this protocol including broad substrate scope, wide functional group tolerance, good regioselectivity. In addition, diaryl disulfides were also successfully applied to reaction under slightly modified conditions.

Язык: Английский

Процитировано

25

Facile synthesis of chiral phenylselenides as novel antioxidants and cytotoxic agents DOI Creative Commons
Anna Laskowska, Agata J. Pacuła‐Miszewska, Magdalena Obieziurska‐Fabisiak

и другие.

RSC Advances, Год журнала: 2023, Номер 13(21), С. 14698 - 14702

Опубликована: Янв. 1, 2023

The evaluation of antioxidant and anticancer properties newly synthesized chiral phenylselenides revealed promising N -indanyl derivatives.

Язык: Английский

Процитировано

8

Ligand‐Free Palladium(II)‐Catalyzed ortho‐C–H Chalcogenations of N‐Arylsulfonamide via Weak Coordination DOI
Linghui Gu,

Xinyue Fang,

Zhengyun Weng

и другие.

European Journal of Organic Chemistry, Год журнала: 2019, Номер 2019(8), С. 1825 - 1829

Опубликована: Янв. 25, 2019

The first palladium(II)‐catalyzed direct ortho ‐C(sp 2 )–H chalcogenations of N ‐arylsulfonamide via weak coordination have been achieved, affording the corresponding mono‐chalocgenated products in good to excellent yields. This strategy features ligand/additive‐free conditions, broad substrate scope with functional group tolerance and a high position selectivity.

Язык: Английский

Процитировано

20

Palladium‐Catalyzed Distal C−H Selenylation of 2‐Aryl Acetamides with Diselenides and Selenyl Chlorides DOI

Meicui He,

Linghui Gu,

Yuqiang Tan

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2020, Номер 362(24), С. 5708 - 5715

Опубликована: Окт. 27, 2020

Abstract A convenient and effective method of palladium‐catalyzed C−H selenylation the 2‐aryl acetamides assisted with removable 8‐aminoquinoline readily available diselenides selenyl chlorides has been developed. This reaction is scalable tolerates a wide range functional groups, providing straightforward way preparing unsymmetrical diaryl selenides dibenzoselene‐pinone. Preliminary mechanistic studies indicated that single‐electron transfer type mechanism facile metalation are operative. magnified image

Язык: Английский

Процитировано

19

Cu-Mediated C–H Thioetherification of Arenes at Room Temperature DOI
Xing Wang, Xing Yi, Hui Xu

и другие.

Organic Letters, Год журнала: 2019, Номер 21(15), С. 5981 - 5985

Опубликована: Июль 16, 2019

Cu-mediated C-H thioetherification of arenes with ethylene sulfide has been developed using a readily removable directing group. The reaction proceeded at room temperature, and variety sensitive functional groups including chloro, bromo, vinyl were well tolerated. thiolated products could be converted to the seven-membered benzoxathiepinones derivatives by sequence hydrolysis-lactonization reactions.

Язык: Английский

Процитировано

19

PIDA‐Promoted Selective C5 C−H Selenylations of Indolines via Weak Interactions DOI
Linghui Gu,

Xinyue Fang,

Zhengyun Weng

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2019, Номер 361(21), С. 4998 - 5004

Опубликована: Июль 19, 2019

Abstract An efficient PIDA (phenyliodine(III) diacetate)‐promoted positional selective C−H selenylations of indolines with diaryl diselenides has been developed. This transformation conducted under mild reaction conditions a broad functional group tolerance, thus providing an protocol to selenylated indolines. Preliminary mechanistic studies indicated SET pathway was likely involved in this selenylation reaction. magnified image

Язык: Английский

Процитировано

19

Regioselective peri-C–H selenylation of aromatic compounds with weakly coordinating ketone groups DOI
Bingbing Duan, Yao Wu, Yi Gao

и другие.

Chemical Communications, Год журнала: 2022, Номер 58(82), С. 11555 - 11558

Опубликована: Янв. 1, 2022

A novel and versatile method for peri-C-H selenylation of aromatic compounds bearing ketone groups, including chromones, xanthones, acridinones, quinolinones naphthoquinones with diselenides under Ru(II) catalysis is presented. Various chromones are applicable this transformation, affording 5-selenyl in a highly regioselective manner good to excellent yields. This transformation easy scale up the desired products can be further modified. Most importantly, allows late-stage bioactive compounds. Mechanistic studies show that radicals may involved transformation.

Язык: Английский

Процитировано

11

Synthesis of Selenoflavones via Ruthenium-Catalyzed Selenylation of Unsaturated Acids DOI

Ravichandran Logeswaran,

Masilamani Jeganmohan

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(7), С. 4554 - 4568

Опубликована: Март 22, 2023

An efficient method for pharmaceutically useful selenoflavones via a ruthenium-catalyzed selenylation reaction is demonstrated. The was applied to synthesize diverse alkenyl selenides from simple unsaturated acids/amides and diaryl diselenides. A wide range of differently substituted diselenides can be in this protocol with good functional group excellent stereo- regioselectivity.

Язык: Английский

Процитировано

6

Recent advances in transition-metal-catalyzed (Csp2)-X (X = Se, Te, As, Sb) bond formation DOI
Laxmidhar Rout,

Papita Behera,

Tharmalingam Punniyamurthy

и другие.

Molecular Catalysis, Год журнала: 2024, Номер 557, С. 113993 - 113993

Опубликована: Март 1, 2024

Язык: Английский

Процитировано

2