Removal of toluene-p-sulphonyl groups from sulphonamides. Part 5. Reactions of phenylglyoxal imines and some tosylimines

Abstract

Phenylglyoxal anil monomers have been shown to react with several nucleophilic reagents and the structures of the products have been elucidated. Various N-tosylarylimines also react with nucleophiles to give useful products. Phenacylimidates underwent [2 + 2]cycloadditions with diphenylketen; such reactions gave complex results with phenacylimines, but the latter reacted with conjugated dienes in the presence of BF₃ to give [2 + 4]cycloaddition products in good yield.