Synthesis of Polycyclic Imidazoles via α-C-H/N-H Annulation of Alicyclic Amines.

Synthesis (Stuttg)

Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611, United States.

Published: August 2023

Secondary alicyclic amines are converted to their corresponding ring-fused imidazoles in a simple procedure consisting of oxidative imine formation followed by a van Leusen reaction. Amines with an existing α-substituent undergo regioselective ring-fusion at the α'-position. This method was utilized in a synthesis of fadrozole.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10836336PMC
http://dx.doi.org/10.1055/a-2022-1511DOI Listing

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