37616-05-0

Upstream product

• 42091-60-1 1-tolyl-p-sulphinylpropa-1,2-diene 
• 917-54-4 methyllithium 
• 98147-48-9 2-isopropyl-5-methylcyclohexyl 4-methylbenzenesulfinate 
• 1458-98-6 2-methyl-3-bromo-1-propene 
• 106-45-6 para-thiocresol 
• 54844-24-5 2-Methyl-2-propenyl 4-methylphenyl sulfide 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 723336-86-5 trimethylsilyl 2-methylprop-2-ene-1-sulfinate 
• 61187-71-1 (+)-(R)-(dimethoxyphosphoryl)methyl p-tolyl sulfoxide 
• 67-64-1 acetone 
• 933-00-6 p-methylbenzenesulfenyl chloride 
• 513-42-8 3-hydroxy-2-methyl-1-propene 

Downstream Products

• 39599-18-3 6-(p-tolyl)-2-methyl-2-heptanol, trans- 
• 37616-07-2 1-methyl-4-(2-methyl-hept-1-ene-3-sulfinyl)-benzene 
• 54857-18-0 (1E,5E)-5-Methyl-1,3-diphenyl-6-(toluene-4-sulfinyl)-hexa-1,5-dien-3-ol 
• 37616-10-7 2-Methyl-3-(p-toluenesulfinyl)-1-butene 
• 54857-13-5 1-Methyl-4-(2-methyl-hexa-1,5-diene-3-sulfinyl)-benzene 
• 54857-20-4 (E)-3-Methyl-1-phenyl-4-(toluene-4-sulfinyl)-but-3-en-1-ol 

Relevant academic research and scientific papers

Aryne 1,2,3,5-Tetrasubstitution Enabled by 3-Silylaryne and Allyl Sulfoxide via an Aromatic 1,3-Silyl Migration

Although benzyne has been well-known to serve as a synthon that can conveniently prepare various 1,2-difunctionalized benzenes, the sites other than its formal triple bond remain silent in typical benzyne transformations. An unprecedented aryne 1,2,3,5-tetrasubstitution was realized from 3-silylbenzyne and aryl allyl sulfoxide, the mechanistic pathway of which includes a regioselective aryne insertion into the SO bond, a [3,6]-sigmatropic rearrangement, and a thermal aromatic 1,3-silyl migration cascade.

Aryne 1,2,3-Trifunctionalization with Aryl Allyl Sulfoxides

An aryne 1,2,3-trisubstitution with aryl allyl sulfoxides is accomplished, featuring an incorporation of C-S, C-O, and C-C bonds on the consecutive positions of a benzene ring. The reaction condition is mild with broad substrate scope. Preliminary mechani

Synthesis of allyl sulfoxides from allylsilanes via silyl sulfinates

Allylsilanes underwent sila-ene reaction with sulfur dioxide in the presence of Lewis acid catalysts. The obtained Vogel's silyl sulfinates were found to act as sulfinyl transfer agents in reactions with aryl, heteroaryl, alkyl, and allyl Grignard reagents proceeding with the expulsion of the trialkylsilyloxy group to give allyl sulfoxides in up to 83% yield. The nucleophilic attack of Grignard reagents was accelerated in toluene and in the presence of LiCl or ZnCl2 as Lewis acidic additives. The developed method allows the transformation of allylsilanes into allyl sulfoxides.