899794-62-8

Upstream product

• 20718-17-6 2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-1-phenylethan-1-one 
• 169053-08-1 2-Phenyl-2-[2-(toluene-4-sulfonyl)-ethyl]-[1,3]dioxolane 
• 52481-46-6 1-phenyl-3-tosylpropan-1-one 
• 936-59-4 3-chloropropiophenone 
• 29568-66-9 2-phenyl-2-vinyl-[1,3]dioxolane 
• 899794-51-5 dithiocarbonic acid S-[4-(biphenyl-4-yl)-4-oxo-1-(2-phenyl[1,3]dioxolan-2-yl)butyl] ester O-ethyl ester 
• 899794-60-6 dithiocarbonic acid S-[1-benzoyl-4-(biphenyl-4-yl)-4-oxobutyl] ester O-ethyl ester 

Downstream Products

• 112321-79-6 2-([1,1'-biphenyl]-4-yl)-6-phenylpyridine 

Relevant academic research and scientific papers

Ruthenium-catalyzed room-temperature coupling of α-keto sulfoxonium ylides and cyclopropanols for δ-diketone synthesis

Previous transition metal-catalyzed synthesis processes of δ-diketones are plagued by the high cost of the rhodium catalyst and harsh reaction conditions. Herein a low-cost, room temperature ruthenium catalytic method is developed based on the coupling of α-keto sulfoxonium ylides with cyclopropanols. The mild protocol features a broad substrate scope (47 examples) and a high product yield (up to 99%). Mechanistic studies argue against a radical pathway and support a cyclopropanol ring opening, sulfoxonium ylide-derived carbenoid formation, migratory insertion C-C bond formation pathway.

An expedient, flexible and convergent access to selectively protected 1,5-dicarbonyl compounds. Applications to the synthesis of 2,6-disubstituted pyridines and thiopyridines

Intermolecular addition of 2-oxoalkyl radicals generated from the corresponding S-alkyl-O-ethyl dithiocarbonates on vinyl ketals afforded selectively protected 1,5-dicarbonyl compounds in good yields. These key-intermediates can be converted into a plethora of useful substances. Transformations to pyridines and thiopyridines were given as examples. Georg Thieme Verlag Stuttgart.