Reactions of β-nitrostyrenes with Grignard reagents

Article abstract of DOI:10.1016/0040-4039(96)01366-4

α-Phenyl-β-nitrostyrene 1a and β-nitrostyrene 1b react with Grignard reagents to generate hydroxyimoyl halides 3 or nitrile oxides 4 after workup with ice cold concentrated aqueous HX acid solution. Carboxylic acids 5 are the only products isolated from 1b and products 3 or 4 are still obtained from 1a when concentrated sulfuric acid solution is used.