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Divergent Access to Polycyclic N-Heterocyclic Compounds through Büchner-Type Dearomatization Enabled Cycloisomerization of Diynamides under Gold Catalysis.

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Catalytic dearomatization has been considered as a valuable approach to convert readily accessible flat molecules to products with three-dimensional frameworks. Herein, an unprecedented gold-catalyzed oxidative Büchner-type cyclopropanation is described that… Click to show full abstract

Catalytic dearomatization has been considered as a valuable approach to convert readily accessible flat molecules to products with three-dimensional frameworks. Herein, an unprecedented gold-catalyzed oxidative Büchner-type cyclopropanation is described that enables the cycloisomerization of diynamides. By variation of the position of substituents on the phenyl ring, a variety of fused N-heterocyclic products with challenging structural skeletons were obtained divergently.

Keywords: chner type; divergent access; cycloisomerization diynamides; dearomatization; access polycyclic

Journal Title: Organic letters
Year Published: 2022

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