69716-53-6

Upstream product

• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 56181-67-0 3-(1,1'-biphenyl)-4-yl-1-bromo-1,2,3,4-tetrahydronaphthalene 
• 56181-66-9 (+/-)-cis/trans-3-(Biphenyl-4'-yl)-1,2,3,4-tetrahydronaphthalen-1-ol 
• 56181-61-4 4-(1-bromo-2-phenylethyl)-1,1'-biphenyl 
• 31233-64-4 1-biphenyl-4-yl-2-phenyl-ethanol 
• 56181-63-6 [1-(biphenyl-4-yl)-2-phenylethyl]malonic acid 
• 56181-65-8 3-(Biphenyl-4'-yl)-1,2,3,4-tetrahydronaphthalen-1-one 
• 2001-23-2 1-(biphenyl-4-yl)-2-phenylethanone 

Relevant academic research and scientific papers

Enantioselective rhodium-catalyzed hydroacylation to access the four stereoisomers of anti-rodent difenacoum

An efficient asymmetric synthesis of the four stereoisomers of difenacoum, an anticoagulant currently used as a rodenticide in racemic form, is performed using a key step of rhodium catalyzed enantioselective intramolecular hydroacylation. Optimization of the last step, condensation of 4-hydroxycoumarin with chiral 3-([1,1′-biphenyl]-4-yl)-1,2,3,4-tetrahydronaphthalen-1-ol, is also discussed. After chromatographic separation of the cis and trans diastereoisomers, the four stereoisomers were all obtained with excellent enantioselective and diastereoselective excess (ee?≈?96% and de >96%).

Improved synthesis for the rodenticides, diphenacoum and brodifacoum

An improved synthesis of the 3-[3-(p-substituted phenyl)-1,2,3,4-tetrahydro-1-napththyl]-4-hydroxycoumarins, diphenacoum and brodifacoum, is described. The process is primarily based on the formation of one of the crucial bonds in the carbon backbone using organocopper methodology, and on the coupling of the 4-hydroxycoumarin moiety to the 3-biphenyl tetralin unit under strongly acidic conditions.