61836-03-1

Upstream product

• 66080-31-7 4,4,5,5-tetramethyl-2-(3-phenyl-1-phenylsulfanyl-propyl)-[1,3,2]dioxaborolane 
• 74-88-4 methyl iodide 
• 1212-08-4 S-Phenyl benzenethiosulfonate 
• 201230-82-2 carbon monoxide 
• 2550-26-7 4-Phenyl-2-butanone 
• 108-98-5 thiophenol 
• 10415-88-0 4-phenylbut-2-yl acetate 
• 4551-15-9 phenylthiotrimethylsilane 
• 2344-70-9 1-phenyl-3-butanol 
• 143097-80-7 2-bromo-4-phenylbutane 
• 141809-67-8 1-methyl-3-phenylpropyl trimethylsilyl ether 
• 930-69-8 sodium thiophenolate 
• 59456-20-1 (rac)-(3-iodobutyl)benzeze 

Downstream Products

• 768-56-9 4-Phenylbut-1-ene 
• 959929-03-4 (rac)-[(4-phenylbutan-2-yl)sulfonyl]benzene 
• 79399-24-9 (rac)-[(2-methyl-4-phenylbutan-2-yl)sulfonyl]-benzene 
• 4489-84-3 3-methyl-1-phenylbut-2-ene 
• 6683-51-8 2-methyl-4-phenyl-1-butene 

Relevant academic research and scientific papers

Two-Step Protocol for Iodotrimethylsilane-Mediated Deoxy-Functionalization of Alcohols

We have developed a two-step protocol for iodotrimethylsilane-mediated deoxy-functionalization of primary and secondary alcohols to afford products containing a C?N, C?S, or C?O bond. In the first step the alcohol undergoes iodination with iodotrimethylsilane, and in the second, the iodine atom is replaced by a N, S, or O nucleophile. Compared with traditional Mitsunobu reaction, non-acidic pre-nucleophiles can be used, and the reaction proceeds with retention of configuration. This operationally simple, highly efficient protocol can be used for some natural products and small-molecule drugs containing hydroxy-group.

Dehydroxylation of alcohols for nucleophilic substitution

The Ph3P/ICH2CH2I system-promoted dehydroxylative substitution of alcohols was achieved to construct C-O, C-N, C-S and C-X (X = Cl, Br, and I) bonds. Compared with the previous approaches such as the Appel reaction and Mitsunobu reaction, this protocol offers some practical advantages such as safe operation and a convenient amination process.

Synthesis of thioethers by ini3-catalyzed substitution of siloxy group using thiosilanes

The substitution of a siloxy group using thiosilanes smoothly occurred in the presence of InI3 catalyst to yield the corresponding thioethers. InI3was a specifically effective catalyst in this reaction system, while other typical Lew

Iron-catalyzed cross-coupling of unactivated secondary alkyl thio ethers and sulfones with aryl grignard reagents

The first systematic investigation of unactivated aliphatic sulfur compounds as electrophiles in transition-metal-catalyzed cross-coupling are described. Initial studies focused on discerning the structural and electronic features of the organosulfur substrate that enable the challenging oxidative addition to the C(sp3)-S bond. Through extensive optimization efforts, an Fe(acac)3-catalyzed cross-coupling of unactivated alkyl aryl thio ethers with aryl Grignard reagents was realized in which a nitrogen "directing group" on the S-aryl moiety of the thio ether served a critical role in facilitating the oxidative addition step. In addition, alkyl phenyl sulfones were found to be effective electrophiles in the Fe(acac) 3-catalyzed cross-coupling with aryl Grignard reagents. For the latter class of electrophile, a thorough assessment of the various reaction parameters revealed a dramatic enhancement in reaction efficiency with an excess of TMEDA (8.0 equiv). The optimized reaction protocol was used to evaluate the scope of the method with respect to both the organomagnesium nucleophile and sulfone electrophile.

Synthesis of a wide range of thioethers by indium triiodide catalyzed direct coupling between alkyl acetates and thiosilanes

An indium triiodide-catalyzed substitution of the acetoxy group in alkyl acetates with thiosilanes provides access to a variety of thioethers. The method is efficient for a wide scope of acetates such as primary alkyl, secondary alkyl, tertiary alkyl, allylic, benzylic, and propargylic acetates.

Tin-free radical carbonylation: Thiol ester synthesis using alkyl allyl sulfone precursors, phenyl benzenethiosulfonate, and CO

(Chemical Equation Presented) Remove contents from tin ... Thiol esters have been successfully synthesized through tin-free radical carbonylation (see scheme; V-40 = initiator). This approach can be further extended to sequential radical reactions involving cyclization, carbonylation, and trapping of acyl radicals by phenyl benzenethiosulfonate.

ELECTROREDUCTIVE CLEAVAGE OF CARBON-SULPHUR BONDS IN DITHIOACETALS

The carbon-sulphur bond in aliphatic diphenyldithioacetals, α-carbonyldiphenyldithioacetals and α-carbonylketene dimethyldithioacetals can be cleaved cathodically on mercury (Hg) or glassy carbon (GC) electrodes.In the presence of tetrabutylammoniumhydrog