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Front Cover: Deoxygenative Intramolecular Minisci-Type Reaction to Access Fused Heterocyclic Scaffolds (Eur. J. Org. Chem. 7/2023)
Authors:Francisco José Aguilar Troyano  Khadijah Anwar  Prof Dr Fabian Mohr  Dr Guillaume Robert  Dr Adrián Gómez-Suárez
Institution:1. Organic Chemistry, Bergische Universität Wuppertal, Gaußstr. 20, 42119 Wuppertal, Germany;2. Inorganic Chemistry, Bergische Universität Wuppertal, Gaußstr. 20, 42119 Wuppertal, Germany;3. Université Côte d'azur, INSERM, C3M Nice, France
Abstract: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.
Keywords:Deoxygenation  Heterocycles  Minisci-type reaction  Radical reactions
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