1361387-64-5

Upstream product

• 15754-20-8 (E)-acetophenone O-methyloxime 
• 100-52-7 benzaldehyde 
• 201230-82-2 carbon monoxide 
• 142533-52-6 (Z)-2-bromo-1-phenylethanone O-methyl oxime 
• 98-80-6 phenylboronic acid 
• 77561-95-6 (Z)-2-chloro-1-phenylethanone O-methyl oxime 
• 532-27-4 1-chloroacetophenone 
• 70-11-1 α-bromoacetophenone 
• 1361387-37-2 (E)-3-hydroxy-1,3-diphenylpropan-1-one O-methyl oxime 

Downstream Products

• 1361387-90-7 (3Z)-2-diazo-3-(methoxyimino)-1,3-diphenylpropan-1-one 

Relevant academic research and scientific papers

Palladium-catalyzed suzuki carbonylative reaction of a-halomethyl oxime ethers: A regioselective route to unsymmetrical 1,3-oxyiminoketones

The three-component reaction of a-halomethyl oxime ethers, boronic acids and carbon monoxide at atmospheric pressure catalyzed by tetrakis- (triphenylphosphine)palladium(0) gives efficiently unsymmetrical b-alkoxyimino carbonyl compounds with total control of the regioselectivity, in high yield and atomic economy. Simple commercially available starting materials are used in this synthetic procedure. The three components assembly takes place preferentially versus the competing direct coupling or other possible side reactions. The mechanism of the transformation was investigated by NMR and intermediate palladium(II) complexes were detected.

Palladium-catalyzed suzuki carbonylative reaction of α-Halomethyl oxime ethers: A regioselective route to unsymmetrical 1,3-oxyiminoketones

The three-component reaction of a-halomethyl oxime ethers, boronic acids and carbon monoxide at atmospheric pressure catalyzed by tetrakis- (triphenylphosphine)palladium(0) gives efficiently unsymmetrical β-alkoxyimino carbonyl compounds with total control of the regioselectivity, in high yield and atomic economy. Simple commercially available starting materials are used in this synthetic procedure. The three components assembly takes place preferentially versus the competing direct coupling or other possible side reactions. The mechanism of the transformation was investigated by NMR and intermediate palladium(II) complexes were detected.

Expedient synthesis of highly substituted pyrroles via tandem rearrangement of α-diazo oxime ethers

An efficient rhodium-catalyzed synthesis of 2H-azirines and pyrroles has been developed. Novel rearrangement of α-oximino ketenes derived from α-diazo oxime ethers provides 2H-azirines bearing quaternary centers and allows for subsequent rearrangement to highly substituted pyrroles in excellent yields.