112403-28-8

Upstream product

• 72228-26-3 S-phenyl 2-diazoethanethiolate 
• 538-51-2 benzylidene phenylamine 
• 84900-63-0 phenylthioglicolic acid potassium salt 
• 1750-36-3 (E)-N-benzylidenebenzenamine 
• 934-87-2 S-phenyl thioacetate 
• 62-53-3 aniline 
• 100-52-7 benzaldehyde 
• 108-98-5 thiophenol 
• 13464-19-2 phenyl chlorothioformate 
• 103-04-8 (phenylthio)acetic acid 

Relevant academic research and scientific papers

A general and versatile synthesis of 3-phenylthio β-lactams as lead molecules for 3-methyl-2-azetidinones

(Chemical Equation Presented) Ketene-imine cycloaddition using phosphorus oxychloride and benzenesulfonyl chloride under the described reaction conditions yielded trans 3-phenylthio 2-azetidinones in good yields. Desulfurization using Raney nickel and alk

Catalyst-free, high-yield, and stereospecific synthesis of 3-phenylthio β-lactam derivatives

α-Diazocarbonyl compounds are good precursors of ketenes in the Staudinger reaction. On the basis of the reactions of S-phenyl diazothioacetate with imines under the catalysis of Rh2(OAc)4 a method for the synthesis of 3-phenylthio β

A highly stereoselective oxidation and an easy one pot elimination methodology for 3-allyl-3-phenylthio-β-lactams

A novel, facile, highly efficient and stereoselective protocol for the synthesis of cis-3-allyl-3-phenylsulfinyl-β-lactams and 3-allylidene-β-lactams from cis-3-allyl-3-phenylthio-β-lactams using Selectfluor both as an oxidizing agent and as an eliminating agent with temperature as a control parameter over the reaction outcome has been reported. The methodology is able to conquer the earlier reported shortcomings of long reaction time (24–90 hrs.) and lack of control over product ratio. The synthesized compounds will serve as important synthons for compounds of enhanced biological activity and potency.

Studies towards C-3 functionalization of β-lactams using substituted allylsilanes

An effective and stereoselective synthesis of 3-(1′-methyl/phenylallyl)-3-phenylthio-β-lactams (3/4) using substituted allylsilane and Lewis acid is described. The reaction leads to the formation of a mixture of C-3 substituted allyl β-Lactams.

Rhodium-Catalyzed Rearrangement of α-Diazo Thiol Esters to Thio-Substituted Ketenes. Application in the Synthesis of Cyclobutanones, Cyclobutenones, and β-Lactams

Exposure of α-diazo thiol esters (1) to the action of catalytic rhodium(II) acetate leads to a remarkably facile "thia-Wolff rearrangement", producing thio-substituted ketenes which combine with a variety of ketenophiles to provide access to α-thiocyclobutanones, cyclobutenones, and β-lactams. Reductive desulfurization of these cycloadducts takes place under mild conditions and in excellent yield, and this sequence thus represents a useful new alternative to the existing dichloroketene-based methodology for the synthesis of four-membered carbocycles and heterocycles.

N,N-DIMETHYLPHOSPHORAMIDIC DICHLORIDE: A CONVENIENT REAGENT FOR THE PREPARATION OF β-LACTAMS FROM ACETIC ACIDS AND IMINES

A convenient reagent for the preparation of β-lactams from acetic acids and imines is described.A new route to α-keto-β-lactams from 3-bis(ethylthio)β-lactams is also reported.Reaction of 4-acethyl-β-lactams with diazomethane is also made.