17494-61-0

Usage

InChI:InChI=1/C15H16O2S/c16-18(17,15-11-5-2-6-12-15)13-7-10-14-8-3-1-4-9-14/h1-6,8-9,11-12H,7,10,13H2

Upstream product

• 637-59-2 1-Bromo-3-phenylpropane 
• 873-55-2 sodium benzenesulfonate 
• 108-98-5 thiophenol 
• 69804-99-5 3-phenylpropanol methanesulfonate 
• 122-97-4 3-Phenyl-1-propanol 
• 4119-41-9 1-iodo-3-phenylpropan 
• 98488-02-9 O-acetyl-N-benzolsulfonyl-hydroxyl amine 
• 30134-12-4 phenyl 3-phenylpropyl sulfide 
• 100-51-6 benzyl alcohol 
• 5535-48-8 PVS 
• 300-57-2 allylbenzene 
• 5281-18-5 benzaldehyde, hydrazone 
• 100-52-7 benzaldehyde 
• 16212-05-8 (allylsulfonyl)benzene 

Downstream Products

• 60012-56-8 Phenylsulfonyl-3-phenyl-1-heptanol-5 
• 130220-09-6 3-(trimethylsilyl)-1-phenyl-3-(phenylsulfonyl)propane 
• 75456-62-1 (4-methoxybut-3-en-1-yl)benzene 
• 501332-92-9 1-methylsulfanyl-4-phenylbut-1-ene 
• 349452-19-3 1-Acetoxy-1,4-diphenyl-2-(phenylsulfonyl)butane 
• 116628-22-9 1,6-diphenylhexan-3-one 
• 853569-54-7 3-benzenesulfonyl-1,1,1-trifluoro-5-phenyl-pentan-2-one 
• 959929-03-4 (rac)-[(4-phenylbutan-2-yl)sulfonyl]benzene 
• 85674-68-6 1,1,1-trifluoro-5-phenyl-pentan-2-one 
• 178626-04-5 3-phenyl-1-(2′,2′,6′,6′-tetramethyl-1′-piperidinyloxy)-propane 
• 60012-55-7 Phenylsulfonyl-3-phenyl-1-hexanol-5 
• 21297-81-4 C₁₅H₁₅BrO₂S 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 1392140-96-3 5,5-dimethyl-2-(3-phenylpropyl)-1,3,2-dioxaborinane 

Relevant academic research and scientific papers

Base-Mediated Radical Borylation of Alkyl Sulfones

A practical and direct method was developed for the production of versatile alkyl boronate esters via transition metal-free borylation of primary and secondary alkyl sulfones. The key to the success of the strategy is the use of bis(neopentyl glycolato) diboron (B2neop2), with a stoichiometric amount of base as a promoter. The practicality and industrial potential of this protocol are highlighted by its wide functional group tolerance, the late-stage modification of complex compounds, no need for further transesterification, and operational simplicity. Radical clock, radical trap experiments, and EPR studies were conducted which show that the borylation process involves radical intermediates.

Cu-mediated: vs. Cu-free selective borylation of aryl alkyl sulfones

A Cu-catalysed borylation of aryl alkyl sulfones was developed for the high yield synthesis of versatile arylboronic esters using a readily prepared NHC-Cu catalyst. In addition, the selective cleavage of either alkyl(C)-sulfonyl or aryl(C)-sulfonyl bonds

Catalyst-Free Decarboxylation of Carboxylic Acids and Deoxygenation of Alcohols by Electro-Induced Radical Formation

Electro-induced reduction of redox active esters and N-phthalimidoyl oxalates derived from naturally abundant carboxylic acids and alcohols provides a sustainable and inexpensive approach to radical formation via undivided electrochemical cells. The resulting radicals are trapped by an electron-poor olefin or hydrogen atom source to furnish the Giese reaction or reductive decarboxylation products, respectively. A broad range of carboxylic acid (1°, 2°, and 3°) and alcohol (2° and 3°) derivatives are applicable in this catalyst-free reaction, which tolerated a diverse range of functional groups. This method features simple operation, is a sustainable platform, and has broad application.

Hydrosulfonylation of Unactivated Alkenes by Visible Light Photoredox Catalysis

The anti-Markovnikov hydrosulfonylation of unactivated alkenes with sodium sulfinates was realized via [Ir(dF(CF3)ppy)2(dtbbpy)]PF6-mediated visible light photoredox catalysis. The presence of an acid such as acetic acid is essential for the reaction to take place. A variety of unactivated alkenes can be transformed into sulfones with good yield and high regioselectivity using this reaction, which is proposed to proceed by a radical mechanism.

Carbonyls as Latent Alkyl Carbanions for Conjugate Additions

Conjugate addition of carbon nucleophiles to electron-deficient olefins is one of the most powerful methods for forming carbon–carbon bonds. Despite great achievements in controlling the selectivity, variation of the carbon nucleophiles remains largely underexplored, with this approach relying mostly on organometallic reagents. Herein, we report that naturally abundant carbonyls can act as latent carbon nucleophiles for conjugate additions through a ruthenium-catalyzed process, with water and nitrogen as innocuous byproducts. The key to our success is homogeneous ruthenium(II) catalysis, combined with phosphines as spectator ligands and hydrazine as the reducing agent. This chemistry allows the incorporation of highly functionalized alkyl fragments into a vast array of electron-deficient olefins under mild reaction conditions in a reaction complementary to the classical organometallic-reagent-based conjugate additions mediated or catalyzed by “soft” transition metals.

Ring-Closing Metathesis Reactions of Acyloxysulfones: Synthesis of γ-Alkylidene Butenolides

An acyloxysulfone ring-closing metathesis/sulfone elimination sequence has been developed for the preparation of various γ-alkylidene butenolides. The elimination is proposed to proceed via an E1cb mechanism leading to (Z)-γ-alkylidene butenolides as the major products.

Linear-selective rhodium(I)-catalyzed addition of arylboronic acids to allyl sulfones

One step further: The rhodium(I)-catalyzed addition of readily available arylboronic acids to allyl sulfones affords the linear (formal) hydroarylated products in good yields and excellent regioselectivities. The reaction broadens the scope of unactivated

Reductive cleavage of sulfones and sulfonamides by a neutral organic super-electron-donor (S.E.D.) reagent

Sulfones and sulfonamides are reductively cleaved using the neutral and easily prepared organic electron-donor, bis-imidazolylidene 3. Copyright

Peracid dependent stereoselectivity and functional group contribution to the stereocontrol of epoxidation of (E)-alkene dipeptide isosteres

Twelve Boc-protected phenylalanyl-phenylalanine and phenylalanyl-glycine trans-vinyl isosteres were epoxidised with magnesium monoperoxyphtalate hexahydrate (MMPP) and trifluoroperacetic acid, and the results have been compared with those from earlier stu

A new, practical and efficient sulfone-mediated synthesis of trifluoromethyl ketones from alkyl and alkenyl bromides

We report herein a new and efficient method to prepare trifluoromethyl ketones from the corresponding bromides through sulfones in good yields.