Regioselective Multicomponent Sequential Synthesis of Oxa-Aza[3.3.3]propellanes

Abstract

A concise and efficient sequential four-component approach to oxa-aza[3.3.3]propellanes has been developed by reaction of aryl isothiocyanates, malonate compounds, ninhydrin, and malononitrile in the presence of NaH in DMF. The value of this method lies in its regioselectivity, good yields, lack of a metal-catalyst, ease of handling, and creating five new bonds in one operation. No inert atmosphere or separation by column chromatography is necessary.