The reaction of (Z)-hydroximoyl chlorides with isocyanides promoted by phosphinic acid in the presence of triethylamine proceeds smoothly to afford α-(hydroxyimino)amides in good to high yields. Phosphinic acid plays an important role in effectively promoting the reaction. A wide range of (Z)-hydroximoyl chlorides and isocyanides were found to be suitable for this reaction.
Abstract:We have developed a Ugi-type multicomponent reaction, in which a nitrile imine, an isocyanide, and an isocyanate reacted to give the corresponding 1,2,4-triazinedione derivatives in good-to-high yields. This reaction is one of the few examples of isocyanide-based multicomponent reactions using an isocyanate in place of a carboxylic acid. A wide range of nitrile imines, isocyanides, and isocyanates were found to be applicable to the reaction.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.