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Updated: Jan 31, 2026

Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
Published on: October 18, 2019
Cyclic Imine-BF3 Complexes as Precursors for Functionalized Azacycles
1Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611, United States.
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Due to the relative instability and low electrophilicity of enolizable alicyclic imines, their functionalization commonly requires cryogenic temperatures and highly reactive nucleophiles such as organolithium compounds. Stable BF3 adducts of these imines streamline the synthesis of functionalized amines and obviate the need for cryogenic temperatures. In favorable cases, these adducts can be stored for over a year. The compatibility of cyclic imine-BF3 complexes with organometallic and radical-centered nucleophiles makes them ideal building blocks for functionalized azacycles.
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