2983-49-5

Upstream product

• 106-45-6 para-thiocresol 
• 3506-36-3 3-dimethylaminopropiophenone 
• 936-59-4 3-chloropropiophenone 
• 1504-58-1 3-Phenyl-2-propyn-1-ol 
• 10486-08-5 sodium p-thiocresolate 
• 5724-14-1 4-methyl-4-(3-oxo-3-phenyl-propyl)-morpholinium; iodide 

Downstream Products

• 312310-50-2 1-Phenyl-3-(p-tolylsulfinyl)propan-1-one 

Relevant academic research and scientific papers

Bi(OTf)3 catalyzed synthesis of acyclic β-sulfanyl ketones via a tandem Meyer-Schuster rearrangement/conjugate addition reaction

A new strategy to prepare acyclic β-carbonyl thioethers from propargyl alcohols and sulfur nucleophiles is reported. The investigation of the reaction substrates scope indicated that primary 3-aryl propargyl alcohols and thiols underwent the transformation smoothly. The reaction probably proceeded a Bi(OTf)3-catalyzed tandem Meyer-Schuster rearrangement of 3-aryl propargyl alcohol, followed by a thiol Michael conjugate addition of thiols to in situ generated α, β-unsaturated ketones. The method was 100% atom economic, high-yielding, and easy to handle, making it a valuable method for the construction of β-carbonyl sulfides.

1,4-Asymmetric reduction of γ-keto sulfoxides bearing the 2,4,6-triisopropylphenyl group

Reduction of γ-keto sulfoxides bearing the 2,4,6-triisopropylphenyl group with DIBAL gives γ-hydroxy sulfoxides with high stereoselectivity in the ratio 95:5. In comparison with the lower stereoselectivities obtained in the reaction of γ-keto sulfoxides bearing p-tolyl or 2,4,6-trimethylphenyl groups, the sterically bulky (2,4,6-triisopropylphenyl)-sulfinyl group is extremely efficient in effecting high 1,4-remote asymmetric induction. The Royal Society of Chemistry 2000.