53483-11-7

Upstream product

• 55001-01-9 β-benzyl-isoamyl alcohol 
• 55000-99-2 benzyl-isopropyl-malonic acid diethyl ester 
• 100-39-0 benzyl bromide 
• 108-64-5 Ethyl isovalerate 
• 56898-40-9 2-benzyl-3-methyl-butyric acid ethyl ester 
• 100-44-7 benzyl chloride 
• 3213-49-8 ethyl 2-isopropylcyanoacetate 
• 123-51-3 i-Amyl alcohol 
• 759-36-4 diethyl isopropylmalonate 
• 111654-28-5 methyl 2-isopropyl-3-phenylpropionate 
• 55001-00-8 benzyl-isopropyl-malonic acid 
• 57985-58-7 2-benzyl-2-cyano-3-methyl-butyric acid ethyl ester 
• 339546-81-5 2-benzyl-3-methyl-butyric acid amide 

Downstream Products

• 65869-94-5 2-benzyl-3-methyl-butyryl chloride 
• 55001-01-9 β-benzyl-isoamyl alcohol 
• 55001-02-0 (2-Chloromethyl-3-methyl-butyl)-benzene 
• 57985-64-5 2-Benzylisohexannitril 
• 57985-63-4 2-Benzylisoamylbromid 
• 339546-81-5 2-benzyl-3-methyl-butyric acid amide 
• 111654-28-5 methyl 2-isopropyl-3-phenylpropionate 

Relevant academic research and scientific papers

Palladium-Catalyzed Site-Selective Fluorination of Unactivated C(sp3)-H Bonds

The transition-metal-catalyzed direct C-H bond fluorination is an attractive synthetic tool toward the preparation of organofluorines. While many methods exist for the direct sp3 C-H functionalization, site-selective fluorination of unactivated sp3 carbons remains a challenge. Direct, highly site-selective and diastereoselective fluorination of aliphatic amides via a palladium-catalyzed bidentate ligand-directed C-H bond functionalization process on unactivated sp3 carbons is reported. With this approach, a wide variety of β-fluorinated amino acid derivatives and aliphatic amides, important motifs in medicinal and agricultural chemistry, were prepared with palladium acetate as the catalyst and Selectfluor as the fluorine source.

Remarkable dependence of the regioselectivity of free radical additions to 3-cinnamoyloxazolidin-2-ones on the stability of the intermediate adduct-radical, electrophilicity of the adding radicals and the conditions for their generation

Electrophilic (CCl3) and nucleophilic radicals (Pri) are found to add at 80°C to the C=C bond of 3-(E)-cinnamoyl-4-phenyloxazolidin-2-one 1a and 3-(E)-cinnamoyl-4-benzyloxazolidin-2-one 1b predominantly at the α-position of the bond. While for the CCl3 radical no product of β-addition has been found, for the Pri radical such a path constitutes up to 40% of the whole process at 80°C. An interplay between the stability of the intermediate adduct radicals and the electrophilicity or nucleophilicity of the radicals undergoing addition are invoked to rationalize the observation. At a low temperature (-23°C) β-addition of the Pri radical becomes the dominant process (up to 75%).