54090-90-3

Upstream product

• 98-88-4 benzoyl chloride 
• 4381-25-3 S-methyl-S-phenylsulfoximine 
• 100-68-5 methyl-phenyl-thioether 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 100-52-7 benzaldehyde 
• 67087-35-8 N-chloro-S-methyl-S-phenyl sulfoximine 
• 108-88-3 toluene 
• 65-85-0 benzoic acid 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 
• 108-86-1 bromobenzene 
• 67-66-3 chloroform 
• 98-86-2 acetophenone 
• 611-70-1 phenyl isopropyl ketone 

Downstream Products

• 850694-50-7 C₁₇H₁₇NO₄S 
• 1200799-59-2 C₁₈H₁₇NO₃S 
• 1200799-94-5 C₁₈H₁₇NO₃S 
• 1377585-33-5 N-[2,6-diacetoxybenzoyl]-S-methyl-S-phenylsulfoximine 
• 1377585-15-3 N-[2-acetoxybenzoyl]-S-methyl-S-phenylsulfoximine 
• 1426922-66-8 C₁₄H₁₁⁽²⁾H₂NO₂S 
• 1426922-57-7 N-[2-(4'-methylbenzenesulfonamido)benzoyl]-S-methyl-S-phenylsulfoximine 
• 1426922-58-8 ?N-[2,6-di(4'-methylbenzenesulfonamido)benzoyl]-S-methyl-S-phenylsulfoximine 
• 1616088-38-0 N-[2-(3-ethoxy-3-oxopropyl)benzoyl]-S-methyl-S-phenylsulfoximine 
• 1616088-39-1 N-[2,6-di(3-ethoxy-3-oxopropyl)benzoyl]-S-methyl-S-phenylsulfoximine 
• 4381-25-3 S-methyl-S-phenylsulfoximine 
• 19298-29-4 4-phenyl-1H-benzo[d][1,2]oxazin-1-one 
• 5004-45-5 4-phenyl-2H-phthalazin-1-one 
• 5398-11-8 3-phenylphthalide 

Relevant academic research and scientific papers

Visible light-induced C-C bond cleavage in a multicomponent reaction cascade allowing acylations of sulfoximines with ketones

Visible light induces C-C-bond cleavage reactions of ketones, which can be utilized forN-acylations of sulfoximines. No (photo)catalyst is required, and the reactions occur at ambient temperature in air. The substrate scope is broad for both ketones and sulfoximines. For convertingNH-sulfoximines, the presence of NBS is essential.

Harnessing sulfur and nitrogen in the cobalt(iii)-catalyzed unsymmetrical double annulation of thioamides: Probing the origin of chemo- And regio-selectivity

An unconventional cobalt(iii)-catalyzed one-pot domino double annulation of aryl thioamides with unactivated alkynes is presented. Sulfur (S), nitrogen (N), and o,o′-C-H bonds of aryl thioamides are involved in this reaction, enabling access to rare 6,6-fused thiopyrano-isoquinoline derivatives. A reverse 'S' coordination over a more conventional 'N' coordination of thioamides to the Co-catalyst specifically regulates the formation of four [C-C and C-S at first and then C-N and C-C] bonds in a single operation, a concept which is uncovered for the first time. The power of the N-masked methyl phenyl sulfoximine (MPS) directing group in this annulation sequence is established. The transformation is successfully developed, building a novel chemical space of structural diversity (56 examples). In addition, the late-stage annulation of biologically relevant motifs and drug candidates is disclosed (17 examples). The preliminary photophysical properties of thiopyrano-isoquinoline derivatives are discussed. Density functional theory (DFT) studies authenticate the participation of a unique 6π-electrocyclization of a 7-membered S-chelated cobaltacycle in the annulation process.

Synthesis of sulfimides and N-Allyl-N-(thio)amides by Ru(II)catalyzed nitrene transfer reactions of N-acyloxyamides

The N-acyloxyamides were employed as effective N-acyl nitrene precursors in reactions with thioethers under the catalysis of a commercially available Ru(II) complex, from which a variety of sulfimides were synthesized efficiently and mildly. If an allyl group is contained in the thioether precursor, the [2,3]-sigmatropic rearrangement of the sulfimide occurs simultaneously and the N-allyl-N-(thio)amides were obtained as the final products. Preliminary mechanistic studies indicated that the Ru-nitrenoid species should be a key intermediate in the transformation.

Interweaving Visible-Light and Iron Catalysis for Nitrene Formation and Transformation with Dioxazolones

Herein, visible-light-driven iron-catalyzed nitrene transfer reactions with dioxazolones for intermolecular C(sp3)-N, N=S, and N=P bond formation are described. These reactions occur with exogenous-ligand-free process and feature satisfactory to excellent yields (up to 99 %), an ample substrate scope (109 examples) under mild reaction conditions. In contrast to intramolecular C?H amidations strategies, an intermolecular regioselective C?H amidation via visible-light-induced nitrene transfer reactions is devised. Mechanistic studies indicate that the reaction proceeds via a radical pathway. Computational studies show that the decarboxylation of dioxazolone depends on the conversion of ground sextet state dioxazolone-bounding iron species to quartet spin state via visible-light irradiation.

Mechanochemical Palladium-Catalyzed Carbonylative Reactions Using Mo(CO)6

Esters and amides were mechanochemically prepared by palladium-catalyzed carbonylative reactions of aryl iodides by using molybdenum hexacarbonyl as a convenient solid carbonyl source and avoiding a direct handling of gaseous carbon monoxide. Real-time monitoring of the mechanochemical reaction by in situ pressure sensing revealed that CO is rapidly transferred from Mo(CO)6 to the active catalytic system without significant release of molecular carbon monoxide.

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).

One-Pot Unsymmetrical {[4 + 2] and [4 + 2]} Double Annulations of o/ o′-C-H Bonds of Arenes: Access to Unusual Pyranoisoquinolines

With the aid of a transformable sulfoximine directing group, unprecedented one-pot unsymmetrical double annulations {[4 + 2] and [4 + 2]} of hetero(arenes) with alkynes are revealed under Ru(II) catalysis. Functionalization of both ortho-C-H bonds of (hetero)arene is reflected in the building of unusual 6,6-fused pyranoisoquinoline skeletons. Construction of four [(C-C)-(C-N) and (C-C)-(C-O)] bonds occurs in one step under single catalytic conditions. The challenging unsymmetrical double annulations of both o-C-H bonds of arenes with two distinct alkynes is effectively demonstrated. Control experiments and deuterium scrambling findings are shown.

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.