49639-35-2

Upstream product

• 97721-47-6 3-(phenylsulfanyl)propanamide 
• 108-98-5 thiophenol 
• 79-06-1 2-propenamide 
• 51849-21-9 β-(phenylthio)propionyl chloride 
• 5219-65-8 acide phenylthio-3 propanoique 
• 22198-59-0 methyl 3-phenylthiopropanoate 

Downstream Products

• 78902-62-2 (+/-)-1-(tert-butyldimethylsilyl)-4-phenylthio-2-azetidinone 
• 31898-69-8 4-(phenylthio)azetidin-2-one 
• 124647-20-7 trans-3-(phenylthio)acrylamide 
• 129329-65-3 N-(tert-butyldimethylsilyl)-4-(phenylsulfinyl)azetidin-2-one 
• 10154-75-3 3-benzenesulfonyl-propionitrile 

Relevant academic research and scientific papers

Acid-Catalyzed Oxidative Addition of Thiols to Olefins and Alkynes for a One-Pot Entry to Sulfoxides

An oxidative variant of the thiol-ene reaction has been developed, achieving the direct addition of thiols to olefins to form sulfoxides. The reaction uses tert-butyl hydroperoxide as oxidant and methanesulfonic acid as catalyst. The latter is believed to catalyze the oxidation of the intermediate sulfide to the sulfoxide. No special precautions are necessary to exclude oxygen, yet the products are formed without oxidation at the β-position. Styrenes, acrylic acid derivatives, alkynes, and thiophenols gave the highest yields, while aliphatic olefins and thiols were less effective.

Chemoselective sulfoxidation by H2O2 or HNO3 using a phosphate impregnated titania catalyst

A variety of organosulfur compounds have been selectively oxidized to the corresponding sulfoxides by either H2O2 or HNO3 using a newly developed solid acid catalyst composed of 84.5% of TiO2 and 15.5% of [Ti4H11(PO4)9]·nH2O (n = 1-4). The chemoselective oxidation of sulfides in the presence of vulnerable groups such as -CN, -C{double bond, long}C-, -CHO, or -OH, as well as sulfoxidation of substrates like benzothiazole, glycosyl sulfide, and dibenzothiophenes is some of the important attribute of the protocol. Nitric acid, under the present experimental conditions, brings about relatively better selectivity than hydrogen peroxide.

Chemistry of O-silylated ketene acetals: A mild and convenient synthesis of β-lactam antibiotics

β-Amido sulfoxides (1) reacted with O-silylated ketene acetal (16) in dry acetonitrile in the presence of a catalytic amount of zinc iodide to give the 4-phenylthioazetidin-2-ones (17). Oxidation of 17 with m-chloroperbenzoic acid gave the corresponding s

Possible biomimetic synthesis of β-lactams

The first successful syntheses of β-lactams via a Pummerer rearrangement of the corresponding sulfoxides are described. Thus, variously substituted 3-(phenylsulfinyl)propionamides were converted to 4-(phenylthio)-2-azetidinones in 14-50% yields with trime