52075-20-4

Upstream product

• 13910-11-7 3-methylbutyl phenyl sulfide 
• 873-55-2 sodium benzenesulfonate 
• 107-82-4 i-pentyl bromide 
• 1116-39-8 triisobutylborane 
• 19169-90-5 bromomethylphenylsulfone 
• 58921-79-2 1-Phenylsulfonyl-3-methyl-3-nitrobutan 
• 126002-54-8 3-methyl-1-phenylsulphonyl-1-(pyridine-2-thiyl)butane 
• 5535-48-8 PVS 
• 30615-19-1 isopropylmercury(II) chloride 
• 1918-88-3 isopentyl phenyl sulfone 
• 75-30-9 2-iodo-propane 
• 513-38-2 Isobutyl iodide 
• 3112-85-4 methylphenylsulfonate 
• 75-26-3 isopropyl bromide 

Downstream Products

• 1593771-59-5 2-methylhex-4-yl phenyl sulfone 
• 1593771-61-9 ((4-methylpentan-2-yl)sulfonyl)benzene 
• 1593771-90-4 C₁₃H₁₉⁽²⁾HO₂S 
• 1593771-93-7 C₁₂H₁₇⁽²⁾HO₂S 
• 1593771-94-8 C₁₂H₁₇⁽²⁾HO₂S 
• 1593771-88-0 C₁₃H₁₉⁽²⁾HO₂S 

Relevant academic research and scientific papers

Mechanistic studies of reactive oxygen species mediated electrochemical radical reactions of alkyl iodides

Mechanistic studies of a reactive oxygen species mediated electrochemical radical reaction of alkyl iodides are described. Hydroxyl radicals and ozone are identified to be the active species involved in the formation of alkyl radicals under mildly reducing potential (-1.0 V vs. Ag QRE) in buffered acidic conditions (pH 3.6).

Electrochemical radical reactions of alkyl iodides: a highly efficient, clean, green alternative to tin reagents

An electrochemical ‘redox-relay’ system has been developed which allows the generation of C-centered radicals. Intermolecular ‘tin-like’ radical reactions can subsequently be conducted under the most benign of conditions. The yields and efficiency of the processes are competitive and even superior in most cases to comparable conditions with tributyltin hydride. The use of air and electricity as the promotor (instead of a tin or other reagent) combined with the aqueous reaction media make this a clean and ‘green’ alternative to these classic C-C bond forming processes.

Alkyl radical precursor and application thereof in establishing C-C bond

The invention provides a precursor for generating an alkyl radical based on the visible light induction and a novel method for generating the radical. The alkyl sulfenamide is used as the radical precursor to generate the alkyl radical by virtue of the C-S bond cracking accelerated by the visible light, and then the alkyl radical is applied to the chemical reaction for establishing a C-C bond. Thereaction system has the characteristic of high efficiency, and has important scientific significance and application value for researching the novel C-C bond formation reaction, organic synthesis, drug synthesis and the like. In general, the invention provides a novel general method having practical application value. The thioalcohol (thioether) with rich resources is converted to a tool for derivating the alkyl radical.

A Desulfurative Strategy for the Generation of Alkyl Radicals Enabled by Visible-Light Photoredox Catalysis

Herein, we present a new desulfurative method for generating primary, secondary, and tertiary alkyl radicals through visible-light photoredox catalysis. A process that involves the generation of N-centered radicals from sulfinamide intermediates, followed by subsequent fragmentation, is critical to forming the corresponding alkyl radical species. This strategy has been successfully applied to conjugate addition reactions that features mild reaction conditions, broad substrate scope (>60 examples), and good functional-group tolerance.

Vitamin B12 Catalyzed Atom Transfer Radical Addition

Vitamin B12, a natural Co-complex, catalyzes atom transfer radical addition (ATRA) of organic halides to olefins. The established conditions were found to be very selective, with atom transfer radical polymerization (ATRP) occurring only in the case of acrylates.

Divergent reactivity of alkyl aryl sulfones with bases: Selective functionalization of ortho-aryl and α-alkyl units enabled by a unique carbanion transmetalation

The electron-accepting sulfonyl group exhibits a strong acidifying influence on neighboring α-H atoms. The Julia and related olefinations are based on this effect. Here a surprising reversal in the metalation selectivity of branched alkyl aryl sulfones is described. Such sulfones were found to initially undergo directed ortho-metalation with good regioselectivity, despite having a more acidic α-H atom. The structure of the alkyl unit profoundly, but predictably, influences the regioselectivity of the attack of the base. In β- and γ-branched ortho-(alkylsulfonyl)aryllithiums a transmetalation to the α-carbanion proceeds only upon warming. Correspondingly generated ortho- or α-carbanions were then selectively applied thus permitting access to synthetically interesting compound classes. An unusual lithiation selectivity and subsequent transfer of the metal upon warming was observed for various branched alkyl phenyl sulfones. This divergent reactivity was used to prepare substituted aryl sulfones as well as olefins by application of the Julia reaction. Copyright

Divergent Reactivity of Alkyl Aryl Sulfones with Bases: Selective Functionalization of ortho-Aryl and α-Alkyl Units Enabled by a Unique Carbanion Transmetalation

The electron-accepting sulfonyl group exhibits a strong acidifying influence on neighboring α-H atoms. The Julia and related olefinations are based on this effect. Here a surprising reversal in the metalation selectivity of branched alkyl aryl sulfones is described. Such sulfones were found to initially undergo directed ortho-metalation with good regioselectivity, despite having a more acidic α-H atom. The structure of the alkyl unit profoundly, but predictably, influences the regioselectivity of the attack of the base. In β- and γ-branched ortho-(alkylsulfonyl)aryllithiums a transmetalation to the α-carbanion proceeds only upon warming. Correspondingly generated ortho- or α-carbanions were then selectively applied thus permitting access to synthetically interesting compound classes.

Indium(I)-mediated radical carbon-carbon bond-forming reaction in aqueous media

The carbon-carbon bond-forming radical reactions using indium(I) chloride and copper(I) chloride proceeded effectively through a single-electron transfer process in aqueous media.

Radical deoxygenation of alcohols and intermolecular carbon-carbon bond formation with surfactant-type radical chain carriers in water

An efficient and mild method is developed for radical deoxygenation of alcohols and formation of carbon-carbon bonds in water without adding additives such as surfactants. The reaction was applied to synthesis of 2′,3′-didehydro-2′,3′-dideoxynucleosides that are potent anti-HIV agents. The reaction afforded environmentally benign reaction conditions.

Indium as a radical initiator in aqueous media: Intermolecular alkyl radical addition to C=N and C=C bond

The carbon-carbon bond-forming method in aqueous media was investigated by using indium as a single-electron transfer radical initiator. The indium-mediated intermolecular alkyl radical addition to imine derivatives and electron-deficient C=C bond proceeded effectively.