65825-75-4

Upstream product

• 3008-39-7 cycloheptane-1,2-dione 
• 21592-62-1 2-phenylcyclohept-2-en-1-ol 
• 25308-75-2 1-Phenylcycloheptene 
• 908094-04-2 phenyldiazomethane 
• 822-87-7 2-Chlorocyclohexanone 
• 160878-96-6 α-iodocycloheptenone 
• 98-80-6 phenylboronic acid 
• 98017-34-6 2-hydroxy-2-phenylcycloheptan-1-one 

Downstream Products

• 855405-77-5 2-phenyl-cyclohept-2-enone-(2,4-dinitro-phenylhydrazone) 
• 65945-14-4 4,7-dibromo-2-phenyl-cycloheptatrienone 
• 100397-97-5 7-amino-4-bromo-2-phenyl-cycloheptatrienone 
• 1448847-19-5 cis,cis-2-phenyl-7-(2-hydroxyethyl)cycloheptanol 
• 1448846-77-2 2-phenyl-7-(ethoxycarbonylmethyl)cyclohept-2-enone 
• 21592-62-1 2-phenylcyclohept-2-en-1-ol 
• 199611-71-7 3,5-dibromo-7-phenyl-tropolone 

Relevant academic research and scientific papers

Asymmetric hydrogenation of α,α′-disubstituted cycloketones through dynamic kinetic resolution: An efficient construction of chiral diols with three contiguous stereocenters

Chiral diols with three contiguous stereocenters were synthesized by a highly enantioselective ruthenium-catalyzed asymmetric hydrogenation of racemic α,α′-disubstituted cycloketones involving dynamic kinetic resolution. This new catalytic asymmetric method provides a concise route to the alkaloid (+)-γ-lycorane. Copyright

Addition of hypobromous acid to 1-phenylcycloalkenes

Reaction of 1-phenylcyclooctene and 1-phenylcycloheptene with N-bromosuccinimide (NBS) in aqueous DMSO gives the corresponding 3-bromo-2-phenylcycloalkenes and 2-phenylcycloalk-2-enols in a ratio of 3: 1. Unlike them, 1-phenylcyclohexene gives a mixture of 3-bromo-2-phenylcyclohexene and 2-bromo-1-phenylcyclohexanol. The oxidation of allylic alcohols with pyridinium chlorochromate afforded the corresponding α,β-unsaturated ketones.

Practical and efficient Suzuki-Miyaura cross-coupling of 2-iodocycloenones with arylboronic acids catalyzed by recyclable Pd(0)/C

The first Suzuki-Miyaura cross-coupling of 2-iodocycloenones with arylboronic acids catalyzed by 10% Pd(0)/C is described as an interesting alternative to classical homogeneous conditions. Most of the substrate reacted under mild condition at 25 °C under air in aqueous DME. The conditions described tolerate a wide range of iodoenones and boronic acids. Notably, the procedure features inexpensive reagents and solvents with low toxicity rendering the method environmentally benign. Additionally 10% Pd(0)/C could be recovered and efficiently reused at least five times without significant alteration of the yields of the cross-coupled product.