Review of application of the I₂ and dimethyl sulfoxide combined reagent system to aryl methyl ketones for diverse transformations

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(9), С. 2665 - 2692

Опубликована: Янв. 1, 2024

The synthesis of small molecules and complex scaffolds is one the most important topics in organic synthesis.

Язык: Английский

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I₂/DMSO-mediated oxidative C–C and C–heteroatom bond formation: a sustainable approach to chemical synthesis

RSC Advances, Год журнала: 2024, Номер 14(9), С. 5817 - 5845

Опубликована: Янв. 1, 2024

A variety of bioactive compounds can be synthesized via C–C and C–X (X = O/S/N/Se/Cl/Br) bond formation using an efficient catalytic system I 2 /DMSO. This review highlights the progress identifies potential paths for future research in this field.

Язык: Английский

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Iodine and DMSO as Surrogate of Hazardous Metal and Non‐Metal Reagents in Organic Synthesis

ChemistrySelect, Год журнала: 2024, Номер 9(3)

Опубликована: Янв. 17, 2024

Abstract Organic synthesis involves the production of important chemical structures using scalable and cost‐effective methods that are also environmentally friendly. In this review, a detailed analysis use iodine DMSO in various synthetic routes for preparation valuable targets presented. These reduce acceptance on expensive additives reagents, offer more sustainable solution these scaffolds.

Язык: Английский

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DBDMH-Promoted Methylthiolation in DMSO: A Metal-Free Protocol to Methyl Sulfur Compounds with Multifunctional Groups

Molecules, Год журнала: 2023, Номер 28(15), С. 5635 - 5635

Опубликована: Июль 25, 2023

Organic thioethers play an important role in the discovery of drugs and natural products. However, green synthesis organic sulfide compounds remains a challenging task. The convenient efficient 5-alkoxy-3-halo-4-methylthio-2(5H)-furanones from DMSO is performed via mediation 1,3-dibromo-5,5-dimethylhydantoin (DBDMH), affording facile route for sulfur-functionalization 3,4-dihalo-2(5H)-furanones under transition metal-free conditions. This new approach has demonstrated functionalization non-aromatic Csp2-X-type halides with unique structures containing C-X, C-O, C=O C=C bonds. Compared traditional methods using metal catalysts ligands, this reaction many advantages, such as lower temperature, shorter time, wide substrate range good functional group tolerance. Notably, plays multiple roles, simultaneously used odorless methylthiolating reagent safe solvent.

Язык: Английский

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C(sp²)‐H Imination of Imidazo[1,2‐a]pyridines: A Catalyst‐Free, Multicomponent Approach

European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(19)

Опубликована: Март 5, 2024

Abstract We report here a catalyst‐free, (sp 2 )C−H imination reaction of in‐situ formed imidazo[1,2‐ ]pyridines and α‐iminoketones. This one‐pot, multicomponent, atom economic is performed at moderate to room temperature without the need for any catalyst inert conditions. The showed good substrate tolerance with appreciable yields. Gram‐scale synthesis post‐synthetic modifications obtain 1,2‐diketones are also described.

Язык: Английский

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Transformation of Unactivated Alkenes into Iodohydrins and β‐Iodoethers using Iodine‐DMSO as a Reagent Combination

ChemistrySelect, Год журнала: 2024, Номер 9(1)

Опубликована: Янв. 2, 2024

Abstract A combination of reagents using I 2 and DMSO has been established for the selective transformation unactivated alkenes into iodohydrins β ‐iodoethers. The developed approach was served by dual roles as an oxidant well a hydroxylating agent under different solvent systems at 85 °C. method holds operational simplicity is consistent with wide range substituted to deliver ‐iodoethers in yields up 86 %. formation are MeCN course reaction examined GC‐MS studies DFT method.

Язык: Английский

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Solvent Dictated Organic Transformations

Chemistry - An Asian Journal, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 7, 2024

Solvent plays an important role in many chemical reactions. The C-H activation has been one of the most powerful tools organic synthesis. These reactions are often assisted by solvents which not only provide a medium for but also facilitate reaching to product stage. solvent helps reaction profile both chemically and energetically reach targeted product. Organic transformations via from assistance perspective discussed this review. Various such as tetrahydrofuran (THF), MeCN, dichloromethane (DCM), dimethoxyethane (DME), 1,2-dichloroethane (1,2-DCE), dimethylformamide (DMF), dimethylsulfoxide (DMSO), isopropyl nitrile (

Язык: Английский

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DMSO–KOH mediated stereoselective synthesis of Z-enamides: an expeditious route to Z-enamide bearing natural products

Chemical Communications, Год журнала: 2023, Номер 60(1), С. 114 - 117

Опубликована: Ноя. 22, 2023

An efficient strategy towards stereoselective amidation of alkynes is reported. The given method features operational simplicity, excellent functional group tolerance, broad substrate scope and fast kinetics to furnish Z-enamides. Moreover, the was successfully applied for facile synthesis natural products lansiumamide A, B Z-alatamide. Notably, DMSO plays two vital roles: hydrogen source solvent.

Язык: Английский

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Six-membered ring systems: Diazines and benzo derivatives

Progress in heterocyclic chemistry, Год журнала: 2024, Номер unknown, С. 355 - 393

Опубликована: Янв. 1, 2024

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