14723-74-1

Upstream product

• 29949-20-0 β-methyl-α-dimethylaminostyrene 
• 124-63-0 methanesulfonyl chloride 
• 2114-03-6 2,2-dibromo-1-phenylpropan-1-one 
• 20277-69-4 sodium methansulfinate 
• 873-66-5 1-propenylbenzene 
• 2114-00-3 2-bromo-1-phenyl-1-propanone 
• 14236-72-7 2-methylsulfanyl-1-phenyl-propan-1-one 
• 10393-86-9 methanesulphonyl hydrazide 
• 39623-95-5 1-phenylprop-1-enyl acetate 
• 637-50-3 1-phenylpropene 
• 67-68-5 dimethyl sulfoxide 
• 72000-08-9 Dimethyl-(1-thiophen-2-yl-vinyl)-amine 
• 3708-04-1 2-methylsulfonyl-1-phenylethanone 
• 74-88-4 methyl iodide 

Downstream Products

• 51490-03-0 ethyl (Z)-3-methyl-4-oxo-4-phenylbut-2-enoate 
• 51490-02-9 ethyl (E)-3-methyl-4-oxo-4-phenylbut-2-enoate 
• 25095-14-1 Z-1,2-epoxy-2-methylsulfonyl-1-phenylpropane 
• 25095-14-1 E-1,2-epoxy-2-methylsulfonyl-1-phenylpropane 
• 910618-07-4 2-chloro-2-methylsulfonyl-1-phenylpropanol 
• 5633-67-0 1,2,3-tribenzoylcyclopropane 
• 25093-88-3 2-chloro-2-methylsulfonyl-1-phenylpropanone 

Relevant academic research and scientific papers

Preparation method of beta-carbonyl sulfone compound promoted by visible light

The invention discloses a preparation method of a beta-carbonyl sulfone compound promoted by visible light. The preparation method includes the following steps that olefin and aryl-sulphonazo are mixed with an organic solvent and water, and then a reaction is conducted for 16-24 hours at room temperature under visible illumination; and after the reaction, ethyl acetate is used for extracting reaction liquid, and the beta-carbonyl sulfone compound is obtained after concentration and column chromatography isolation of an extract. According to the method, clean light energy is used as reaction energy, oxygen in air is used as an oxidant and an oxygen source, the beta-carbonyl sulfone compound is effectively synthesized at the room temperature, the method does not require any photocatalyst orequivalent inorganic oxidant, and has the advantages of easy and convenient operation, low energy consumption, high reaction safety, environmental friendliness and the like.

Photocatalyst-Free Visible Light-Induced Synthesis of β-Oxo Sulfones via Oxysulfonylation of Alkenes with Arylazo Sulfones and Dioxygen in Air

A catalyst-free strategy has been established for the synthesis of β-oxo sulfones via visible light-induced oxysulfonylation of alkenes with arylazo sulfones with dioxygen in air. The present photoinduced transformation proceeds smoothly at room temperature in the absence of an external photosensitizer, which not only provides a mild and efficient approach to various β-oxo sulfones, but also opens a different reaction mode for the photochemical reaction of arylazo sulfones.

Method for synthesizing alpha-sulfone ketone compound from alpha, alpha-dibromo ketone by one-pot process

The invention discloses a method for synthesizing a high-added-value alpha-sulfone ketone compound from an alpha, alpha-dibromo ketone compound by a one-pot process. The method has the advantages thatan alpha-sulfone ketone derivative is synthesized from alpha, alpha-dibromo ketone, which is simple and easy to obtain, by the one-pot process without separation of an alpha-bromo ketone intermediate, so that a separation process for an intermediate product is omitted, the steps are reduced, and requirements for environment protection are met; the steps of the method are simple and easy to operate, no transition metal reagents are required, and economical sulfonate with less pollution is directly used as a promoter and a sulfonating agent for reducing debromination of the alpha, alpha-dibromoketone, so that the cost is reduced, and economic benefits of reactions are increased; a system for preparing the alpha-sulfone ketone derivative by the one-pot process is developed to provide a novel synthesis method for preparation of the alpha-sulfone ketone compound, and the method has good industrialization prospect and potential application value.

CATALYST-FREE AND REDOX-NEUTRAL INNATE TRIFLUOROMETHYLATION AND ALKYLATION OF (HETERO)AROMATICS ENABLED BY LIGHT

The present disclosure relates to reagents and method for performing trifluoromethylation, difluoromethylation or alkylation of aromatic or heteroaromatic rings in a redox-neutral manner without any catalyst which are enabled by light. In addition, there are methods for synthesizing the starting reagents used in the trifluoromethylation, difluoromethylation or alkylation reactions.

Catalyst-Free and Redox-Neutral Innate Trifluoromethylation and Alkylation of Aromatics Enabled by Light

The Minisci alkylation is useful to functionalize aromatics via alkyl radical addition. Current approaches to prepare alkyl radicals follow either oxidative or reductive pathways from various functional groups. Developing new strategy beyond these traditional methods remains elusive yet highly significant. In this article, we present a redox-neutral and catalyst-free protocol to engender alkyl radicals in the context of trifluoromethylation and general alkylation of arenes. This protocol, via the Norrish type I concept to produce alkyl radicals, accommodates various functional groups and delivers the product in good yields. This method identified a series of compounds as the trifluoromethylation and alkylation reagents assisted by light. It is expected that these compounds can find potential applications in other radical-involved reactions.

Iron-Catalyzed Oxidative Sulfonylation of Enol Acetates: An Environmentally Benign Approach to β-Keto Sulfones

The first application of iron-catalyzed sulfonylation of aryl enol acetates with sulfonyl hydrazides for the construction of β-keto sulfones under aerobic conditions is reported. The present protocol, which utilizes an inexpensive iron salt as the catalyst, readily available sulfonyl hydrazides as the sulfonylating reagents, and air as oxidant under mild conditions, provides a cost-effective and environmentally benign approach to various β-keto sulfones.

Catalytic and direct methyl sulfonylation of alkenes and alkynes using a methyl sulfonyl radical generated from a DMSO, dioxygen and copper system

This paper describes an efficient method to β-keto methyl sulfones and (E)-vinyl methyl sulfones using DMSO as the substrate. The methyl sulfonyl radical generated from DMSO in the presence of catalytic Cu(i) under O2 atmosphere is believed to be involved in this reaction. Isotopic labeling and 18O2 experiments were performed to investigate the reaction mechanism.

Stereochemical studies on the formation of α,β-epoxysulfones using α-chloro-β-hydroxysulfones of known configuration

Substitution reactions adjacent to sulfonyl groups are known to proceed with difficulty, and there is evidence to suggest that these may not necessarily proceed by an SN2 pathway.The mechanism of these reactions could be studied in principle by using the conversion of α-chloro-β-hydroxysulfones of known configuration into α,β-epoxysulfones of known configuration.This paper describes results in which this has been attempted.However, the stereochemical aspects of the epoxide formation could not be assigned unequivocally because of the intervention of a very facile "retro-aldol" process when the chlorohydrins are subjected to treatment with bases, although the experimental results do suggest that the reaction does proceed in a regular SN2-like manner, with inversion at carbon.The X-ray crystal structures of two highly substituted α,β-epoxysulfones are presented, thus putting the structures, including stereochemistry, of a range of these compounds of firm ground.

REACTION OF α-DIALKYLAMINOSTYRENES AND 2-(α-DIMETHYLAMINOVINYL)THIOPHENE WITH SULFENE AND THE READY THERMOLYSIS OF 3-PHENYL-3-DIMETHYLAMINOTHIETANE 1,1-DIOXIDE

A series of 3-aryl-3-dialkylaminothietane 1,1-dioxides were obtained by cycloaddition of sulfene to α-dialkylaminostyrenes and 2-(α-dimethylaminovinyl)thiophene in various solvents.It was shown that the initial process under the influence of electron impact and temperature is retro--dissociation of the four-membered ring.