Multicomponent couplings, such as the Ugi-Smiles reaction, allow for direct access to highly functionalized compounds through a one-pot process. Substituted nitrophenols are often necessary for these processes, but the nitro substituent renders the resulting products toxic and hazardous to human health. <i>N</i>-Nitroaryl-epoxyisoindolines, prepared from a dual Ugi-Smiles Diels-Alder process, were chemoselectively reduced to amino-epoxyisoindolines via metal-promoted methods. Current work is focused on further modifications of the nitro substituent to access biologically-active compounds.<br/>

Preparation of amino-epoxyisoindolines via chemoselective reduction

251st National Meeting (2016)

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