Deoxygenative Intramolecular Minisci-Type Reaction to Access Fused Heterocyclic Scaffolds

Herein, we present a straightforward strategy for the synthesis of fused heterocycles through a deoxygenative, intramolecular Minisci-type reaction. This approach grants access to complex polycyclic scaffolds in three steps from readily available starting materials, such as chlorinated heteroarenes and 1,3-diols. The use of saccharide derivatives as the starting 1,3-diol motif allows for the synthesis of novel heterocyclic scaffolds with excellent diastereoselectivity and formal retention of configuration at the newly formed C -C bond.

Automated summary

In this study, a simple strategy for synthesizing fused heterocycles through a deoxygenative, intramolecular Minisci-type reaction is presented. This method allows for the generation of complex polycyclic scaffolds in just three steps using easily accessible starting materials such as chlorinated heteroarenes and 1,3-diols. By using saccharide derivatives as the starting 1,3-diol motif, novel heterocyclic scaffolds with excellent diastereoselectivity and formal retention of configuration at the newly formed C -C bond can be obtained.