1280126-02-4

Upstream product

• 60839-94-3 2-fluoro-methylthiobenzene 
• 1111-78-0 ammonium carbamate 
• 450-95-3 2-fluoroacetophenone 
• 65325-68-0 1-(monofluoromethyl sulfinyl)benzene 
• 100-68-5 methyl-phenyl-thioether 
• 7205-91-6 phenylthiomethyl chloride 

Downstream Products

• 1280126-07-9 N,N-(dimethylamino)-S-phenyl-S-monofluoromethyloxosulfonium trifluoromethanesulfonate 
• 1280126-09-1 N,N-(dimethylamino)-S-phenyl-S-monofluoromethyloxosulfonium hexafluorophosphate 
• 118268-17-0 α-fluoromethyl-N-methyl-phenylsulphoximine 

Relevant academic research and scientific papers

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.

Straightforward Strategies for the Preparation of NH-Sulfox-imines: A Serendipitous Story

Sulfoximines are emerging as valuable new isosteres for use in medicinal chemistry, with the potential to modulate physicochemical properties. Recent developments in synthetic strategies have made the unprotected 'free' NH-sulfoximine group more readily available, facilitating further study. This account reviews approaches to NH-sulfoximines, with a focus on our contribution to the field. Starting from the development of catalytic strategies involving transition metals, more sustainable metal-free processes have been discovered. In particular, the use of hypervalent iodine reagents to mediate NH-transfer to sulfoxides is described, along with an assessment of the substrate scope. Furthermore, a one-pot strategy to convert sulfides directly into NH-sulfoximines is discussed, with N- and O-transfer occurring under the reaction conditions. Mechanistic evidence for the new procedures is included as well as relevant synthetic applications that further exemplify the potential of these approaches. 1 Introduction 2 Strategies to Form NH-Sulfoximines Involving Transition-Metal Catalysts 3 Metal-Free Strategies to Prepare NH-Sulfoximines 4 Mechanistic Evidence for the Direct Synthesis of NH-Sulfoximines from Sulfoxides and Sulfides 5 Further Applications 6 Conclusion.

Transfer of Electrophilic NH Using Convenient Sources of Ammonia: Direct Synthesis of NH Sulfoximines from Sulfoxides

A new system for NH transfer is developed for the preparation of sulfoximines, which are emerging as valuable motifs for drug discovery. The protocol employs readily available sources of nitrogen without the requirement for either preactivation or for met

Inherent oxygen preference in enolate monofluoromethylation and a synthetic entry to monofluoromethyl ethers

Expect the unexpected: The self-stable salts 1, X=OTf, PF6, x=2, y=1, developed for electrophilic monofluoromethylation showed inherent selectivity for the O-alkylation of enolates, thus providing access to monofluoromethyl ethers, which are difficult to obtain by the direct electrophilic fluoromethylation of alcohols. Salt 1, X=BF4, x=0, y=3, in contrast leads to C-alkylated products.