Synthesis and Transformations of NH‐Sulfoximines

Chemistry - A European Journal, Journal Year: 2021, Volume and Issue: 27(69), P. 17293 - 17321

Published: Sept. 14, 2021

Recent years have seen a marked increase in the occurrence of sulfoximines chemical sciences, often presented as valuable motifs for medicinal chemistry. This has been prompted by both pioneering works taking sulfoximine containing compounds into clinical trials and concurrent development powerful synthetic methods. review covers recent developments synthesis concentrating on since 2015. includes extensive S-N S-C bond formations. Flow chemistry processes are also covered. Finally, subsequent transformations sulfoximines, particularly N-functionalization reviewed, including N-S, N-P, N-C forming cyclization reactions.

Language: Английский

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NIS-initiated photo-induced oxidative decarboxylative sulfoximidation of cinnamic acids

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(19), P. 2779 - 2782

Published: Jan. 1, 2023

N -Iodosuccinimide catalyzed, visible-light-induced oxidative decarboxylative cross-coupling between cinnamic acids and NH-sulfoximines leading to α-keto- -acyl sulfoximines is presented.

Language: Английский

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Applications of Phenyliodine(III)diacetate in C−H Functionalization and Hetero‐Hetero Bond Formations: A Septennial Update

ChemistrySelect, Journal Year: 2023, Volume and Issue: 8(1)

Published: Jan. 2, 2023

Abstract One of the most widely utilized hypervalent iodines used as an oxidizing agent in organic chemistry is (diacetoxyiodo)benzene (PhI(OAc) 2 ), also known (DAIB), phenyliodine(III) diacetate (PIDA). In this review, authors have comprehensively and systematically presented various applications PIDA synthesis involving C−C, C‐hetero, hetero‐hetero multiple bond forms from summer 2015 to present. The role was emphasized for success particular transformation. Recent literature has produced a substantial number publications (∼100), septennial review examines all recent breakthroughs field study.

Language: Английский

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Cyclic Sulfoximine and Sulfonimidamide Derivatives by Copper‐Catalyzed Cross‐Coupling Reactions with Elemental Sulfur

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(4), P. 522 - 526

Published: Jan. 31, 2023

Abstract Copper‐catalyzed cross‐coupling reactions of α‐bromoaryl N H‐sulfoximines with elemental sulfur lead to benzo[ d ][1,3,2]dithiazole‐1‐oxides, which represent a new class three‐dimensional heterocycles. The proceed under mild conditions showing good functional group and heterocycle tolerance. By imination/oxidation, the initial products can be converted unprecedented cyclic sulfonimidamides derivatives. Furthermore, seven‐membered was obtained by ruthenium‐catalyzed ring‐expansion ethyl propiolate. magnified image

Language: Английский

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Oxidation of N-trifluoromethylthio sulfoximines using NaOCl·5H₂O

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(10), P. 2012 - 2020

Published: Jan. 1, 2024

N -Trifluoromethylthio sulfoximines were oxidized using NaOCl·5H 2 O to the corresponding novel -trifluoromethylsulfaneylidene in high yields and with excellent green metrics.

Language: Английский

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Copper-catalyzed C–C bond cleavage coupling with C N bond formation toward mild synthesis of lignin-based benzonitriles

Journal of Environmental Sciences, Journal Year: 2024, Volume and Issue: 151, P. 505 - 515

Published: March 27, 2024

Language: Английский

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Cu-Catalyzed Enantioselective S-Arylation of Sulfenamides Enabled by Confined Ligands

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: March 20, 2025

Chiral sulfilimines, aza analogues of sulfoxides, are essential in natural products and pharmaceuticals, highlighting the importance their synthesis asymmetric catalysis. However, efficient approaches for synthesizing chiral diaryl sulfilimines still rare challenging, particularly those with two sterically similar aryl groups. Herein, we present a mild protocol generating diverse enantioenriched alkyl via copper-catalyzed enantioselective S-arylation N-acyl sulfenamides diaryliodonium salts. A bulky PyBox ligand is crucial stereocontrol, delivering various up to 95% ee (51 examples).

Language: Английский

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PIDA/I₂-mediated photo-induced aerobic N-acylation of sulfoximines with methylarenes

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(12), P. 2375 - 2379

Published: Jan. 1, 2024

A visible-light-promoted, PIDA/I

Language: Английский

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Dual Role of (NH₄)₂CO₃ Enables Defluorinative Synthesis of β-Fluoroalkylated Aminovinyl Ketones

Organic Letters, Journal Year: 2022, Volume and Issue: 24(49), P. 9086 - 9091

Published: Dec. 2, 2022

A modular multicomponent reaction of readily available fluoroalkyl alkenes, amidines, ammonium carbonate, and water was developed for the facile construction β-fluoroalkylated aminovinyl ketones, which provided chemists a novel access to value-added organofluorine compounds. The proceeded regio-/stereoselectively under mild conditions exhibited good functional group tolerance. Cheap, stable, low-toxic inorganic salt (NH4)2CO3 first found act as both nitrogen source carbonyl equivalent in multi-bond-forming process.

Language: Английский

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Modulation of photochemical oxidation of thioethers to sulfoxides or sulfones using an aromatic ketone as the photocatalyst

Tetrahedron Letters, Journal Year: 2021, Volume and Issue: 82, P. 153376 - 153376

Published: Aug. 31, 2021

Language: Английский

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