Selenium-catalyzed selective reactions of carbonyl derivatives: state-of-the-art and future challenges

Green Chemistry, Journal Year: 2021, Volume and Issue: 23(13), P. 4647 - 4655

Published: Jan. 1, 2021

Organoselenium-catalyzed reactions of carbonyl derivatives can produce may useful compounds under mild and green conditions. This article aims to summarize the recent advances give a perspective from both chemistry safety viewpoint.

Language: Английский

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Photoinduced C(sp³)–H Chalcogenation of Amide Derivatives and Ethers via Ligand-to-Metal Charge-Transfer

Organic Letters, Journal Year: 2022, Volume and Issue: 24(25), P. 4524 - 4529

Published: June 21, 2022

A photoinduced, iron(III) chloride-catalyzed C-H activation of

Language: Английский

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Highly selective radical isothiocyano-chalcogenization of alkenes with NH₄SCN in water

Green Chemistry, Journal Year: 2021, Volume and Issue: 23(19), P. 7544 - 7548

Published: Jan. 1, 2021

A sustainable, highly chemoselective, regioselective and cis -selective radical isothiocyano-chalcogenization of alkenes with NH 4 SCN in water is disclosed.

Language: Английский

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2‐Benzamide Tellurenyl Iodides: Synthesis and Their Catalytic Role in CO₂ Mitigation

Chemistry - A European Journal, Journal Year: 2023, Volume and Issue: 29(49)

Published: June 20, 2023

Benzamide-derived organochalcogens (chalcogen=S, Se, and Te) have shown promising interest in biological synthetic chemistry. Ebselen molecule derived from benzamide moiety is the most studied organoselenium. However, its heavier congener organotellurium under-explored. Here, an efficient copper-catalyzed atom economical method has been developed to synthesize 2-phenyl-benzamide tellurenyl iodides by inserting a tellurium into carbon-iodine bond of 2-iodobenzamides one pot with 78-95 % yields. Further, Lewis acidic nature Te center basic nitrogen synthesized 2-Iodo-N-(quinolin-8-yl)benzamide enabled them as pre-catalyst for activation epoxide CO2 at 1 atm preparation cyclic carbonates TOF TON values 1447 h-1 4343, respectively, under solvent-free conditions. In addition, 2-iodo-N-(quinolin-8-yl)benzamide also used activating anilines form variety 1,3-diaryl ureas up 95 yield. The mechanistic investigation mitigation done 125 NMR HRMS studies. It seems that reaction proceeds via formation catalytically active Te-N heterocycle, ebtellur intermediate which isolated structurally characterized.

Language: Английский

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A base-free copper-assisted synthesis of C₂-symmetric spirotelluranes and biaryls based on divergent stoichiometry of Na₂Te

Chemical Communications, Journal Year: 2022, Volume and Issue: 58(50), P. 7050 - 7053

Published: Jan. 1, 2022

A one pot Cu(I)-assisted synthetic methodology has been developed for the preparation of biologically important C2-symmetric spirodiaza, benzyloxy and benzoxytelluranes from 2-bromo-N-aryl benzamides, benzyl alcohols, benzoic acids by using tellurium dianion (Te2-) under base-free conditions. Furthermore, C-C coupled biaryl 1,1'-diamides have prepared an excess Na2Te same reaction The synthesized spirodiazatelluranes served as a potent catalyst reduction H2O2 nitro-Michael reactions.

Language: Английский

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Copper-Catalyzed and 1,3-Sulfonyl Migration Enabled Installation of Azaindoles in the Periphery of Aryl Rings: Synthesis of Sulfonylated Pyrrolo[2,3-b]quinolines and Investigation of Antimalarial Potency

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 24, 2025

Herein, an atom efficient and one-pot protocol, offering a series of sulfonylated pyrrolo[2,3-b]quinolines via C-N, C-C, C-S bond formation, has been developed with inexpensive copper catalyst. Notably, the reaction proceeds double-annulation followed by 1,3-sulfonyl migration sequence. Moreover, method is applicable to broad range 2-carbonylanilines. Furthermore, synthetic applications scale-up highlight utility potential this protocol. In addition, antimalarial property showed parasite inhibition without cytotoxic effects in mammalian cells.

Language: Английский

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Electrochemical Synthesis of 4‐Selenylated Oxazolones via Oxyselenylation of Ynamides

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 19, 2024

Abstract Electrosynthesis of selenylated‐oxazolone derivatives via cascade selenylation/cyclization ynamides was disclosed. A series diaryl diselenides, dialkyl and heteroaryl‐substituted tolerated in this protocol delivered 4‐selenyloxazolones 28–83% yields. The scale‐up reaction the oxidation performed to showcase practicability method. Furthermore, mechanistic experiments indicated that a cationic pathway instead radical probably involved.

Language: Английский

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Methylselenized Glucose: Improvement of the Stability of Glucose-Supported Selenium via the End-Capping Strategy

Industrial & Engineering Chemistry Research, Journal Year: 2021, Volume and Issue: 60(24), P. 8659 - 8663

Published: June 10, 2021

In this work, the end-capping strategy was adopted in selenized material production for first time. Methylselenized glucose, as a new-generation glucose product, designed and synthesized under NaBH4-free conditions, avoiding generation of hydrogen gas. comparison with reported works, new method significantly reduced cost enhanced safety. The produced methylselenized an even more stable low-valent Se it hardly oxidized by air, resulting elevated efficiency serving practical fertilizer Se-enriched crop planting.

Language: Английский

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FeCl3-catalyzed three-component aryl-selenylation of alkenes

Tetrahedron, Journal Year: 2021, Volume and Issue: 91, P. 132239 - 132239

Published: May 27, 2021

Language: Английский

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Chalcogenation/pyrrolo(pyrido)annulation of 2-(3-butenyl)quinazolin-4(3H)-ones by arylsulfenyl(selenyl) chlorides

Tetrahedron, Journal Year: 2022, Volume and Issue: 111, P. 132722 - 132722

Published: March 14, 2022

Language: Английский

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