Palladium-Catalyzed Dearomative syn-1,4-Carboamination

David Sarlah reports on the Pd-catalyzed dearomative syn-1-4-carboamination.

Arenes constitute one of the most abundant classes of compounds, and are often associated with structural planarity, exceptional stability, and chemical inertness. While most of the reactions involving arenes as substrates result in net conservation of aromaticity, there are several reactions that result in loss of aromaticity, known as dearomatizations. Such transformations play an important role in synthetic organic chemistry as they present a direct link between readily available arenes and high-value-added synthetic intermediates.

However, many dearomatization reactions do not introduce functionalities, and further transformations are often required to install desired reactive groups or molecular handles. Thus, the development of novel dearomative functionalizations continues to be an active area of research as it could expand the synthetic utility of arenes and provide more direct access to valuable building blocks.

Professor David Sarlah’s group at the University of Illinois at Urbana-Champaign (USA) developed a novel palladium-catalyzed transformation to perform a net syn-1,4-carboamination with enolates as nucleophilic counterparts.

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