Electrochemical multicomponent synthesis of 4-selanylpyrazoles under catalyst- and chemical-oxidant-free conditions

Green Chemistry, Journal Year: 2021, Volume and Issue: 23(11), P. 3950 - 3954

Published: Jan. 1, 2021

An electrochemical multicomponent reaction was established under catalyst-, chemical-oxidant-free and mild conditions, which provides an eco-friendly simple protocol for constructing 4-selanylpyrazoles from easily available raw materials with high yields.

Language: Английский

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Photoinduced, additive- and photosensitizer-free multi-component synthesis of naphthoselenazol-2-amines with air in water

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(20), P. 7983 - 7987

Published: Jan. 1, 2023

An atom- and step-economical, efficient eco-friendly method for constructing naphthoselenazol-2-amines through a visible-light photocatalytic multi-component reaction under aqueous phase conditions is reported.

Language: Английский

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Organoselenium Compounds: Chemistry and Applications in Organic Synthesis

Chemistry - A European Journal, Journal Year: 2023, Volume and Issue: 29(52)

Published: June 28, 2023

Abstract Selenium, originally described as a toxin, turns out to be crucial trace element for life that appears selenocysteine and its dimer, selenocystine. From the point of view drug developments, selenium‐containing drugs are isosteres sulfur oxygen with advantage presence selenium atom confers antioxidant properties high lipophilicity, which would increase cell membrane permeation leading better oral bioavailability. In this article, we have focused on relevant features atom, above all, corresponding synthetic approaches access variety organoselenium molecules along proposed reaction mechanisms. The preparation biological selenosugars, including selenoglycosides, selenonucleosides, selenopeptides, other compounds will treated. We attempted condense most important aspects interesting examples chemistry into single article.

Language: Английский

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Sustainable electrochemical cross-dehydrogenative coupling of 4-quinolones and diorganyl diselenides

CHINESE JOURNAL OF CATALYSIS (CHINESE VERSION), Journal Year: 2021, Volume and Issue: 42(9), P. 1445 - 1450

Published: May 6, 2021

Language: Английский

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Synthesis of Organoselenium Compounds with Elemental Selenium

Advanced Synthesis & Catalysis, Journal Year: 2021, Volume and Issue: 363(24), P. 5386 - 5406

Published: Nov. 20, 2021

Abstract In the recent decade, growing efforts have been devoted to employing elemental selenium as a source in organic synthesis. contrast unstable, smelly, and toxic previous reagents, is readily available, cheap, bench‐stable, easy handle. This review will mainly focus on strategies for activation of synthesis organoselenium compounds including monoselenides, diselenides, selenium‐containing heterocycles so on. magnified image

Language: Английский

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Practical and sustainable approach for clean preparation of 5-organylselanyl uracils

Chinese Chemical Letters, Journal Year: 2020, Volume and Issue: 32(1), P. 475 - 479

Published: Sept. 23, 2020

Language: Английский

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Aerobic Oxidative Functionalization of Indoles

Advanced Synthesis & Catalysis, Journal Year: 2020, Volume and Issue: 362(18), P. 3795 - 3823

Published: May 18, 2020

Abstract The synthetic methodology for direct indole functionalizations is of great significance in chemistry and has been intensively investigated the last few decades. From perspective green chemistry, oxygen best choice as terminal oxidant molecular synthesis. Hence, aerobic oxidative functionalization indoles became a hot research topic decade. Numerous efficient protocols this field have discovered that enable facile transformations to related valuable compounds, which are summarized discussed detail review. magnified image

Language: Английский

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Electrochemical Multicomponent Cascade Reaction for the Synthesis of Selenazol-2-amines with Elemental Selenium

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(6), P. 4113 - 4119

Published: March 6, 2024

The first example of an electrochemical multicomponent synthesis selenium-containing compounds with inexpensive and abundant elemental selenium as the selenating reagent was developed. A variety selenazol-2-amines were constructed in high yields good functional group tolerance under metal-free chemical oxidant-free conditions.

Language: Английский

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Radical-Triggered Bicyclization and Aryl Migration of 1,7-Diynes with Diphenyl Diselenide for the Synthesis of Selenopheno[3,4-c]quinolines

Organic Letters, Journal Year: 2025, Volume and Issue: 27(4), P. 1000 - 1005

Published: Jan. 17, 2025

The translocation of an aryl group from selenium into carbon enabled by the cleavage C-Se bond is reported using nitrogen atom-linked 1,7-diynes and diaryl diselenides as starting materials, leading to various selenophene derivatives in a regioselective manner. This method enables construction two bonds C-C through sequential radical bicyclization 1,2-aryl migration under metal-free conditions. Control experiments mechanistic studies suggest that this reaction proceeds inert C(Ph)-Se bond, facilitating process. transformation one-step conversion simple diverse selenopheno[3,4-c]quinolines via radical-promoted process, holding significant potential for new seleniferous heterocycles.

Language: Английский

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Discovery of New 4-Indolyl Quinazoline Derivatives as Highly Potent and Orally Bioavailable P-Glycoprotein Inhibitors

Journal of Medicinal Chemistry, Journal Year: 2021, Volume and Issue: 64(19), P. 14895 - 14911

Published: Sept. 21, 2021

The major drawbacks of P-glycoprotein (P-gp) inhibitors at the clinical stage make development new P-gp challenging and desirable. In this study, we reported our structure-activity relationship studies 4-indolyl quinazoline, which led to discovery a highly effective orally active inhibitor, YS-370. YS-370 effectively reversed multidrug resistance (MDR) paclitaxel colchicine in SW620/AD300 HEK293T-ABCB1 cells. bound directly P-gp, did not alter expression or subcellular localization cells, but increased intracellular accumulation paclitaxel. Furthermore, stimulated ATPase activity had moderate inhibition against CYP3A4. Significantly, oral administration combination with achieved much stronger antitumor xenograft model bearing SW620/Ad300 cells than either drug alone. Taken together, data demonstrate that is promising inhibitor capable overcoming MDR represents unique scaffold for inhibitors.

Language: Английский

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