Lewis Acids and Heteropoly Acids in the Synthesis of Organic Peroxides

Yaremenko, Ivan A.; Radulov, Peter S.; Belyakova, Yulia Yu.; Fomenkov, Dmitriy I.; Tsogoeva, Svetlana B.; Terent’ev, Alexander O.

doi:10.3390/ph15040472

Cited by 9 publications

(4 citation statements)

References 220 publications

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“…To get improved results in synthesizing and developing novel compounds, a great number of attempts have been undertaken. These AM actions have examined by several of them 249–251 …”

Section: Some Antimalarial Endoperoxide Moieties Other Than 124‐triox...mentioning

confidence: 99%

“…These AM actions have examined by several of them. [249][250][251] Some potential antiviral inhibitors are also identified by using 1,2,4,5-tetraoxanes and pharmacophoric models were evaluated by Ramos et al 252 The combination of tetraoxanes has recently attracted substantial attention, as evidenced by the first publication in which they were referred to as combined tetraoxanes. Since then, various novel ways for manufacturing gem dihydroperoxides as crucial precursors have been identified…”

Section: Trioxolane-polyamine Conjugatesmentioning

confidence: 99%

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An overview on the antimalarial activity of 1,2,4‐trioxanes, 1,2,4‐trioxolanes and 1,2,4,5‐tetraoxanes

Shukla

Rathi

Hassam³

et al. 2023

Medicinal Research Reviews

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The demand for novel, fast‐acting, and effective antimalarial medications is increasing exponentially. Multidrug resistant forms of malarial parasites, which are rapidly spreading, pose a serious threat to global health. Drug resistance has been addressed using a variety of strategies, such as targeted therapies, the hybrid drug idea, the development of advanced analogues of pre‐existing drugs, and the hybrid model of resistant strains control mechanisms. Additionally, the demand for discovering new potent drugs grows due to the prolonged life cycle of conventional therapy brought on by the emergence of resistant strains and ongoing changes in existing therapies. The 1,2,4‐trioxane ring system in artemisinin (ART) is the most significant endoperoxide structural scaffold and is thought to be the key pharmacophoric moiety required for the pharmacodynamic potential of endoperoxide‐based antimalarials. Several derivatives of artemisinin have also been found as potential treatments for multidrug‐resistant strain in this area. Many 1,2,4‐trioxanes, 1,2,4‐trioxolanes, and 1,2,4,5‐tetraoxanes derivatives have been synthesised as a result, and many of these have shown promise antimalarial activity both in vivo and in vitro against Plasmodium parasites. As a consequence, efforts to develop a functionally straight‐forward, less expensive, and vastly more effective synthetic pathway to trioxanes continue. This study aims to give a thorough examination of the biological properties and mode of action of endoperoxide compounds derived from 1,2,4‐trioxane‐based functional scaffolds. The present system of 1,2,4‐trioxane, 1,2,4‐trioxolane, and 1,2,4,5‐tetraoxane compounds and dimers with potentially antimalarial activity will be highlighted in this systematic review (January 1963–December 2022).

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“…To get improved results in synthesizing and developing novel compounds, a great number of attempts have been undertaken. These AM actions have examined by several of them 249–251 …”

Section: Some Antimalarial Endoperoxide Moieties Other Than 124‐triox...mentioning

confidence: 99%

Section: Trioxolane-polyamine Conjugatesmentioning

confidence: 99%

An overview on the antimalarial activity of 1,2,4‐trioxanes, 1,2,4‐trioxolanes and 1,2,4,5‐tetraoxanes

Shukla

Rathi

Hassam³

et al. 2023

Medicinal Research Reviews

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“…Organic peroxides are widely used and developed because of their high activity and strong oxidizing properties . Among them, cumene hydroperoxide (CHP) is an important intermediate for the production of phenol, acetone, propylene oxide, and other raw materials in the petrochemical industry .…”

Section: Introductionmentioning

confidence: 99%

Visible Light-Driven Sandwich-like g-C₃N₄-Catalyzed Oxidation to Produce Cumene Hydroperoxide

Zhu

Zhao

et al. 2023

Ind. Eng. Chem. Res.

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Cumene hydroperoxide (CHP) is an important intermediate for the production of phenol, acetone, propylene oxide, and other raw materials in the petrochemical industry. However, due to the high reaction temperature and pressure, the current process for the industrial production of CHP has problems of potential safety hazards and high energy consumption. In this work, carbon nitride (g-C3N4) with a unique sandwich structure was discovered as a photocatalyst. It efficiently activates molecular oxygen in the air, oxidizes cumene (CM) to prepare CHP, and realizes high atom economy transformation at room temperature, atmospheric pressure, and solvent-free conditions. The continuous flow strategy was adopted to improve the gas–liquid mass transfer efficiency and reduce the phenomenon of back-mixing, thereby reducing the decomposition of the products and improving the product selectivity. The conversion rate was the same as that of the batch reaction, reaching 23%. The selectivity of the product CHP increased from 82 to 92%, and the reaction residence time was shortened from 10 h to 70 min. The catalysts have the advantages of high efficiency, easy availability, environmentally friendly, etc., and are recyclable and stable. This work provides a new strategy for establishing green, sustainable, clean, and efficient methods for the preparation of peroxides.

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“…Carbonyl compounds, hydrogen peroxide, and hydroperoxides are convenient and important reagents for the synthesis of organic peroxides. On the basis of this, approaches to the synthesis of bis-hydroperoxides [ 31 , 32 , 33 , 34 , 35 , 36 , 37 ], bis-peroxides [ 38 , 39 ], 1,2,4,5-tetraoxanes [ 40 , 41 , 42 , 43 , 44 ], cyclic triperoxides [ 45 , 46 ], tricyclic monoperoxides [ 47 , 48 ], peroxylactones [ 49 , 50 ], and aminoperoxides [ 51 , 52 , 53 , 54 , 55 , 56 , 57 , 58 , 59 ] have been developed. However, approaches to the synthesis of 1,2,4-trioxolanes (ozonides) are limited.…”

Section: Introductionmentioning

confidence: 99%

Bridged 1,2,4-Trioxolanes: SnCl4—Catalyzed Synthesis and an In Vitro Study against S. mansoni

et al. 2023

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A synthesis of bridged 1,2,4-trioxolanes (bridged ozonides) from 1,5-diketones and hydrogen peroxide catalyzed by SnCl4 was developed. It was shown that the ratio of target ozonides can be affected by the application of SnCl4 as a catalyst and varying the solvent. A wide range of bridged 1,2,4-trioxolanes (ozonides) was obtained in yields from 50 to 84%. The ozonide cycle was moderately resistant to the reduction of the ester group near the peroxide cycle to alcohol with LiAlH4. The bridged ozonides were evaluated for their antischistosomal activity. These ozonides exhibited a very high activity against newly transformed schistosomula and adult Schistosoma mansoni.

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Lewis Acids and Heteropoly Acids in the Synthesis of Organic Peroxides

Cited by 9 publications

References 220 publications

An overview on the antimalarial activity of 1,2,4‐trioxanes, 1,2,4‐trioxolanes and 1,2,4,5‐tetraoxanes

An overview on the antimalarial activity of 1,2,4‐trioxanes, 1,2,4‐trioxolanes and 1,2,4,5‐tetraoxanes

Visible Light-Driven Sandwich-like g-C₃N₄-Catalyzed Oxidation to Produce Cumene Hydroperoxide

Bridged 1,2,4-Trioxolanes: SnCl4—Catalyzed Synthesis and an In Vitro Study against S. mansoni

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Lewis Acids and Heteropoly Acids in the Synthesis of Organic Peroxides

Cited by 9 publications

References 220 publications

An overview on the antimalarial activity of 1,2,4‐trioxanes, 1,2,4‐trioxolanes and 1,2,4,5‐tetraoxanes

An overview on the antimalarial activity of 1,2,4‐trioxanes, 1,2,4‐trioxolanes and 1,2,4,5‐tetraoxanes

Visible Light-Driven Sandwich-like g-C3N4-Catalyzed Oxidation to Produce Cumene Hydroperoxide

Bridged 1,2,4-Trioxolanes: SnCl4—Catalyzed Synthesis and an In Vitro Study against S. mansoni

Contact Info

Product

Resources

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Visible Light-Driven Sandwich-like g-C₃N₄-Catalyzed Oxidation to Produce Cumene Hydroperoxide