50597-21-2

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 4381-25-3 S-methyl-S-phenylsulfoximine 
• 67087-35-8 N-chloro-S-methyl-S-phenyl sulfoximine 
• 99-99-0 1-methyl-4-nitrobenzene 
• 1613-76-9 4-nitrobenzohydroxamic acid 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 100-68-5 methyl-phenyl-thioether 
• 636-98-6 p-nitrobenzene iodide 
• 201230-82-2 carbon monoxide 
• 67-66-3 chloroform 
• 94126-32-6 N-bromo-S-methyl-S-phenyl sulfoximine 

Relevant academic research and scientific papers

Sulfoximinocarbonylation of aryl halides using heterogeneous Pd/C catalyst

A three component protocol has been developed for the synthesis of N-aroyl sulfoximines by the carbonylation of aryl halides followed by nucleophilic attack of NH-sulfoximines. This reaction tolerates a range of aryl iodides and sulfoximines to provide th

Microwave-Accelerated N-Acylation of Sulfoximines with Aldehydes under Catalyst-Free Conditions

An efficient catalyst-free radical cross-coupling reaction between aromatic aldehydes and sulfoximines was developed. The reaction took place in the presence of N-bromosuccinimide as the radical initiator under microwave irradiation to afford the corresponding acylated sulfoximines in moderate to excellent yields (27 examples). This protocol proved to be rapid, easy to handle, and applicable to a broad scope of substrates.

Method for synthesizing sulfoxide imide acylate

The invention discloses a method for synthesizing sulfoxide imide acylate by visible light induction under the condition that no metal catalysts are provided, namely sulfoxide imide acylate is prepared under a mild reaction condition and the combined acti

Visible light promoted synthesis of N-aroylsulfoximines by oxidative C-H acylation of NH-sulfoximines

The visible light-promoted synthesis of N-aroylsulfoximines has been accomplished via an oxidative dehydrogenative coupling at room temperature under air without the addition of a photosensitizer, metal catalyst, or base. This process exhibits good functional group tolerance, allows facile isolation and purification, and affords N-aroylsulfoximines with high efficiency. The efficiency of the newly developed protocol is described in detail with 27 examples with yields ranging from 80% to 96%. Furthermore, the chirality of the NH-sulfoximine is completely maintained in the desired N-aroylsulfoximine product (99% ee).

Palladium catalyzed aroylation of NH-sulfoximines with aryl halides using chloroform as the CO precursor

A palladium-catalyzed aroylation of NH-sulfoximines for the efficient synthesis of N-aroyl sulfoximines from aryl halides and chloroform has been developed. The mild reaction conditions (temperature, catalyst loading) and the use of a CO surrogate render this transformation a useful method for the synthesis of N-aroyl sulfoximines from available feedstock.

Palladium nanoparticles catalyzed aroylation of: NH -sulfoximines with aryl iodides

A novel approach towards aroylation of NH-sulfoximines using Pd nanoparticles stabilized by a binaphthyl backbone (Pd-BNP) has been developed. This synthetic protocol involves the Pd-BNP promoted carbon monoxide insertion of aryl iodides to form an aroyl intermediate which further reacts with NH-sulfoximines to form N-aroyl sulfoximine derivatives in good to excellent yields. The Pd-BNP catalyst was recovered and reused up to six times.

Iron-Catalyzed One-Pot N-Aroylation of NH-Sulfoximines with Methylarenes through Benzylic C-H Bond Oxidation

An efficient catalytic method has been developed for the synthesis of N-aroylated sulfoximines from readily available toluenes (methylarenes) as source of the aroyl coupling partner and NH-sulfoximines, employing an environmentally benign iron catalyst. T

Sulfur imidations by light-induced ruthenium-catalyzed nitrene transfer reactions

N-Acyl nitrenes have been generated from a range of heterocyclic precursors, and their applications in light-induced ruthenium-catalyzed sulfur imidations have been studied. Analyzing the reaction scope and determining the structural requirements of the in situ formed electrophilic nitrogen species for effective nitrene transfer allowed a mechanistic scheme to be proposed. The mechanistic conclusions were substantiated by the identification of potential intermediates.

TBAI/TBHP catalyzed direct N-acylation of sulfoximines with aldehydes

A direct N-acylation of NH-sulfoximines and aldehydes has been developed under metal-free TBAI/TBHP oxidation system, affording N-acylsulfoximines in moderate to good yields.

Light-induced ruthenium-catalyzed nitrene transfer reactions: A photochemical approach towards N-Acyl sulfimides and sulfoximines

1,4,2-Dioxazol-5-ones are five-membered heterocycles known to decarboxylate under thermal or photochemical conditions, thus yielding N-acyl nitrenes. Described herein is a light-induced ruthenium-catalyzed N-acyl nitrene transfer to sulfides and sulfoxides by decarboxylation of 1,4,2-dioxazol-5-ones at room temperature, thus providing direct access to N-acyl sulfimides and sulfoximines under mild reaction conditions. In addition, a one-pot sulfur imidation/oxidation sequence catalyzed by a single ruthenium complex is reported. Double duty: A one-pot sulfur imidation/oxidation sequence using a single ruthenium complex for both steps was developed (see scheme). Photochemical decarboxylations of 1,4,2-dioxazol-5-ones provide N-acyl nitrenes, which imidate sulfides at ambient temperature. The subsequent oxidation then occurs under mild phase-transfer catalysis conditions. In this manner, N-acyl sulfimides and sulfoximines can be obtained in high yields starting from sulfides.