1377585-46-0

Upstream product

• 107574-57-2 2-methyl-1-(naphthalen-2-yl)propan-1-one 
• 4381-25-3 S-methyl-S-phenylsulfoximine 
• 67087-35-8 N-chloro-S-methyl-S-phenyl sulfoximine 
• 91-57-6 2-Methylnaphthalene 
• 93-09-4 naphthalene-2-carboxylate 
• 1193-82-4 racemic methyl phenyl sulfoxide 

Downstream Products

• 1377585-14-2 N-[3-acetoxy-β-naptholoyl]-S-methyl-S-phenylsulfoximine 
• 1377585-32-4 N-[1,3-diacetoxy-β-naptholoyl]-S-methyl-S-phenylsulfoximine 
• 1616088-04-0 N-[(E)-2-(3-ethoxy-3-oxoprop-1-en-1-yl)-β-naptholoyl]-S-methyl-S-phenylsulfoximine 
• 1616088-15-3 C₂₃H₂₃NO₄S 
• 1426922-47-5 N-[3-(4'-methylbenzenesulfonamido)-β-naptholoyl]-S-methyl-S-phenylsulfoximine 

Relevant academic research and scientific papers

Copper-catalyzed preparation of N-aroylated sulfoximines from methylarenes

A copper-catalyzed methodology for the preparations of N-aroylated sulfoximines from methylarenes was herein demonstrated. The transformation proceeded with the assistance of external oxidant tert-butyl hydroperoxide, requiring for no additional solvents or ligands. The good compatibility and high efficiency of the newly developed protocol were well described by 21 examples and up to 91% yields. Moreover, the protocol was proved by the control reactions to proceed through a radical pathway.

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.

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.

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

Transition metal-free aroylation of NH-sulfoximines with methyl arenes

A novel protocol towards N-aroylated sulfoximines from NH-sulfoximines and methyl arenes was herein demonstrated. The reaction took place in the presence of elemental iodine, requiring no external organic solvents, transition metal-catalysts or ligands. The aroylated products were obtained from the oxidative transformation in moderate to excellent yields (up to 94% yield) with a broad substrate scope (35 examples) through a radical pathway.

Sulfoximine-directed ruthenium-catalyzed ortho -C-H Alkenylation of (Hetero)Arenes: Synthesis of EP3 receptor antagonist analogue

The reusable sulfoximine directing-group-assisted Ru(II)-catalyzed chemo- and regioselective ortho-C-H alkenylation of arenes and heteroarenes with acrylates and α,β-unsaturated ketones/vinyl sulfone is shown. The N-aroyl sulfoximine undergoes annulation with diphenylacetylene, delivering isoquinolinones and methyl phenyl sulfoxide. The present protocol is successfully employed for the synthesis of the EP3 receptor antagonist analogue.

Sulfoximines: A reusable directing group for chemo-and regioselective ortho C-H oxidation of arenes

Sulfoximines direct: A new protocol for the chemo-and regioselective ortho C-H acetoxylation of arenes in N-benzoylated sulfoximines is reported. The sulfoximine directing group is easily detached from the C-H oxidation product through acid-promoted hydrolysis, isolated, and reused (see scheme). The meta-substituted phenols are synthesized following this strategy and the stereointegrity of the sulfoximine is preserved in this transformation. C(sp3)-H acetoxylation of the methyl group is also demonstrated.