Three-component reactions of polynitromethanes with alkynes. The first synthesis of gem-dinitroaziridines

Three-component one-pot reactions of tetranitro- and bromotrinitromethanes with alkoxyacetylenes, mediated by diazomethane or bicyclobutylidene, yielding gem-dinitroaziridines via sequential electrophile transfer followed by [3+2]-cycloaddition, have been studied. A series of novel N-alkoxy-2,2-dinitroaziridines have been prepared by these reactions.