33692-63-6

Upstream product

• 75-15-0 carbon disulfide 
• 104-94-9 4-methoxy-aniline 
• 74-88-4 methyl iodide 
• 34956-06-4 methyl N-(4-methoxyphenyl)dithiocarbamate 

Downstream Products

• 116072-36-7 1-(4-methoxy-phenyl)-2-methylsulfanyl-1H-imidazole 
• 86601-32-3 (5,6-Dimethyl-1H-benzoimidazol-2-yl)-(4-methoxy-phenyl)-amine 
• 228720-63-6 1-(4'-methoxy-phenyl)-3-acetoxy-4,4-bis(methylthio)azetidin-2-one 
• 137628-86-5 2-Methoxy-1-(p-methoxyphenyl)-3-methyl-4,4-bis(methylthio)-2-azetidinone 
• 137628-90-1 1-(p-Methoxyphenyl)-3-methyl-4,4-bis(methylthio)-3(isopropyloxy)-2-azetidinone 
• 137628-88-7 3-Cyclopropyl-3-methoxy-1-(p-methoxyphenyl)-4,4-bis(methylthio)-2-azetidinone 
• 137628-87-6 3-Methoxy-1-(p-methoxyphenyl)-4,4-bis(methylthio)-3-phenyl-2-azetidinone 
• 137628-89-8 3-(Benzyloxy)-1-(p-methoxyphenyl)-3-methyl-4,4-bis(methylthio)-2-azetidinone 
• 946069-60-9 C₁₃H₁₇NO₃S₂ 
• 1294450-11-5 4,4-bis(methylsulfonyl)-1-(4-methoxy-3-nitro-phenyl)-2-phenoxy-azetidin-2-one 
• 500989-02-6 1-(4'-methoxy-phenyl)-3-methoxy-4,4-bis(methylsulfonyl)azetidin-2-one 
• 946069-57-4 1-(4'-methoxy-phenyl)-3-benzyloxy-4,4-bis(methylsulfonyl)azetidin-2-one 
• 946069-58-5 1-(4'-methoxy-phenyl)-3-phenoxy-4,4-bis(methylsulfonyl)azetidin-2-one 
• 946069-59-6 1-(4'-methoxy-phenyl)-3-benzyloxy-4,4-bis(methylthio)azetidin-2-one 

Relevant academic research and scientific papers

4,4-Bis(methylthio)azetidin-2-ones as synthons of 1,2- and 1,3-dicarbonyl systems

The importance of β-lactams as synthetic building blocks has been widely recognized in organic synthesis due to possible ring cleavage at any of the four single bonds of the β-lactam ring. We now report reactions involving breaking of the N1-C4 bond in differently substituted at C3 4,4-bis(methylthio)azetidin-2-ones, leading to formation of 1,2- and 1,3-dicarbonyl systems.

Triphosgene: A versatile reagent for the synthesis of azetidin-2-ones

An efficient use of triphosgene, as an acid activator, for the synthesis of substituted azetidin-2-ones via ketene-imine cycloaddition reaction using various acids and imines have been described.

Synthesis of 4-Unsubstituted β-Lactams via Dithiocarbonimidates

Cycloaddition of dithiocarbonimidate 1 to the ketene generated in situ from phenoxyacetylchloride in the presence of triethylamine affords the 4-dithioalkyl-2-azetidinones 2 in good yields.Facile conversion of 2 to the 4-unsubstituted β-lactams 3 can be accomplished by desulfurization with Raney-Nickel.Formation of several interesting products during attempts to bring a carbonyl function at C-4 in 2 has also been described.