1666-24-6

Upstream product

• 31378-03-7 1-phenyl-2-tosylethanone 
• 938-10-3 phenylsulfonyl azide 
• 70-11-1 α-bromoacetophenone 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 1538-98-3 p-tosyldiazomethane 
• 98-88-4 benzoyl chloride 

Downstream Products

• 82236-57-5 2-Methyl-5-phenyl-4-(toluene-4-sulfonyl)-oxazole 
• 82236-54-2 Phenyl-(toluene-4-sulfonyl)-acetic acid benzyl ester 
• 2881-09-6 p-Toluolsulfonylformaldehyd-(triphenylphosphoranyliden-hydrazon) 
• 460743-34-4 α-chloro-α-(p-tolylsulfonyl)acetophenone 

Relevant academic research and scientific papers

A 'sulfonyl-azide-free' (SAFE) aqueous-phase diazo transfer reaction for parallel and diversity-oriented synthesis

Diazo transfer reactions are notoriously associated with the use of potentially explosive sulfonyl azides. The first 'sulfonyl-azide-free' (SAFE) protocol for producing diazo compounds from their active-methylene precursors via the Regitz diazo transfer reaction was developed and has displayed a remarkable substrate scope. It can be applied to generating arrays of diazo compounds for further evolution via combinatorial chemistry and a range of scaffold-generating transformations.

Rhodium(i)-catalyzed vinylation/[2 + 1] carbocyclization of 1,6-enynes with α-diazocarbonyl compounds

A sequential Rh(i)-catalyzed vinylation/[2 + 1]carbocyclization between enynes and diazo compounds has been developed. This transformation features a wide range of enynes and acceptor/acceptor diazo compounds, providing easy access to versatile vinyl-substituted azabicyclo[3.1.0]hexanes having a broad tolerance to functional groups.

Copper Triflate Mediated α-Monohalogenation of α-Diazo β-Ketosulfones with Ammonium Halides

Copper triflate mediated α-monohalogenation of α-diazo β-ketosulfones with ammonium halides provides the corresponding α-halo β-ketosulfones. Different metal triflates are investigated for this facile and efficient transformation. A plausible mechanism is proposed.

Copper Acetate Mediated α-Oxysulfonylation of α-Diazo β-Ketosulfones

Copper acetate mediated α-oxysulfonylation of α-diazo β-ketosulfones in wet nitromethane under nitrogen provides α-oxysulfonyl β-ketosulfones. The use of different copper salts is investigated for the development of a facile and efficient transformation.

PREPARATION OF α-DIAZO-β-KETOSULFONES BY DIAZO-TRANSFER REACTION WITH AN IN SITU GENERATED AZIDINIUM SALT. A SAFE AND EFFICIENT PROCEDURE FOR THE DIAZO-TRANSFER REACTION IN NEUTRAL MEDIUM.

An efficinet and mild procedure is described for the preparation of α-diazo-β-ketosulfones using an azidinium salt generated in situ from relatively inexpensive and safe chemicals.The method is equally applicable to other CH2-acidic compounds.