95414-68-9

Upstream product

• 1178899-17-6 N-acetyl-S-phenyl-S-(trifluoromethyl)sulfilimine 
• 1178899-38-1 N-[oxidophenyl(trifluoromethyl)-λ⁴-sulfanylidene]-acetamide 
• 456-56-4 phenyl trifluoromethylsulfide 
• 1111-78-0 ammonium carbamate 
• 1968-40-7 ethyl 4-pentenoate 
• 71-43-2 benzene 
• 6742-25-2 1-oxoindane-2-carboxylic acid ethyl ester 
• 154230-29-2 (E)-4-chlorostyrylboronic acid 
• 460748-43-0 (E)-2-(4-fluorophenyl)vinylboronic acid 
• 352525-91-8 trans-2-[4-(trifluoromethyl)phenyl]vinylboronic acid 
• 312968-21-1 (1H-inden-2-yl)boronic acid 
• 129423-29-6 [(1E)-3-phenylprop-1-en-1-yl]boronic acid 
• 703-18-4 phenyl trifluoromethyl sulfoxide 

Downstream Products

• 1058685-73-6 N,N-(dimethylamino)-S-phenyl-S-trifluoromethyloxosulfonium trifluoromethanesulfonate 

Relevant academic research and scientific papers

Photoredox-Initiated 1,2-Difunctionalization of Alkenes with N-Chloro S-Fluoroalkyl Sulfoximines

We describe herein the photoredox-initiated 1,2-difunctionalization of alkene derivatives with N-chloro S-fluoroalkyl sulfoximines yielding novel fluoroalkyl sulfoximine scaffolds. The reaction is proposed to proceed through an atom-transfer radical addition (ATRA) mechanism involving the generation of fluorinated nitrogen-centered sulfoximidoyl radicals. (Figure presented.).

Facile Preparation of Vinyl S-Trifluoromethyl NH Aryl Sulfoximines

We report herein the preparation of ortho-vinylaryl S-trifluoromethylated sulfoximines through cross-coupling reactions. Two efficient palladium-catalyzed procedures (Stille and Suzuki) were developed, with use of ortho-iodo aryl sulfoximines as substrate

Structure and Reactivity of N-Heterocyclic Alkynyl Hypervalent Iodine Reagents

Ethynylbenziodoxol(on)e (EBX) cyclic hypervalent iodine reagents have become popular reagents for the alkynylation of radicals and nucleophiles, but only offer limited possibilities for further structure and reactivity fine-tuning. Herein, the synthesis o

Direct Trifluoromethylation of Alcohols Using a Hypervalent Iodosulfoximine Reagent

The direct trifluoromethylation of a variety of aliphatic alcohols using a hypervalent iodosulfoximine reagent afforded the corresponding ethers in moderate to good yields (14–72 %). Primary, secondary, and even tertiary alcohols, including examples derived from natural products, underwent this transformation in the presence of catalytic amounts of zinc bis(triflimide). Typical reaction conditions involved a neat mixture of 6.0 equivalents of the alcohol with 1.0 equivalent of the reagent, with the majority of reactions complete within 2 h with 2.5 mol % of the Lewis acid catalyst. Furthermore, experimental evidence was provided that the C?O bond-forming process occurred via the coordination of the alcohol to the iodine atom and subsequent reductive elimination.

Optimization and Gram-Scale Preparation of S-Trifluoromethyl Sulfoximines and Sulfilimino Iminiums, Powerful Reagents for the Late Stage Introduction of the CF3 Group

S-Trifluoromethyl sulfoximines and S-trifluoromethyl sulfilimino iminiums are important reagents for the electrophilic or radical late-stage introduction of the CF3 group. We disclose in this article a reappraisal of our previous methodologies

Merging hypervalent iodine and sulfoximine chemistry: A new electrophilic trifluoromethylation reagent

Electrophilic trifluoromethylation is at the forefront of methodologies available for the installation of the CF3 moiety to organic molecules; research in this field is largely spurred by the availability of stable and accessible trifluoromethy

One-Pot Synthesis of Aryl- and Alkyl S-Perfluoroalkylated NH-Sulfoximines from Sulfides

A general efficient one-pot synthesis of S-perfluoroalkylated NH-sulfoximines from sulfides has been developed using phenyliodine diacetate (PIDA) and ammonium carbamate. Remarkable rate enhancement with trifluoroethanol was observed, presumably due to H-bonding effects. These mild and metal-free conditions are compatible with -CH2F, -CFCl2, -CF2H, -CF2Br, -C4F9, and -CF3 groups, in both the alkyl- and aryl series. Based on a 19F NMR analysis, a λ6-acetoxysulfanenitrile intermediate was proposed.

Functionalized S-perfluorinated sulfoximines: Preparation and evaluation in catalytic processes

N-substituted S-perfluoroalkylated sulfoximines were synthesized from the NH sulfoximines either by a copper coupling reaction with aryl halides or by a reaction with electrophilic substrates. The procedure allowed the preparation of N,N′-bridged bis sulf

Efficient copper-induced coupling between NH-fluoroalkylated sulfoximines and aryl iodides or bromides

A high yielding, simple, and flexible copper-based system for N-arylation of fluorinated sulfoximines is reported. Best results were achieved using copper iodide in combination with DMEDA and Cs2CO3 to provide a wide range of N-aryla

Sulfoximines as a versatile scaffold for electrophilic fluoroalkylating reagents

New electrophilic fluoroalkylating agents based on the sulfoximine skeleton as a common platform are described. We demonstrate the importance of the activating group, attached to the nitrogen, and its specificity for the fluorinated group to be delivered.