Abstract
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.
1 Introduction
2 Synthesis of Cyclic Imine-BF3 Complexes
3 Reactions of Imine-BF3 Complexes with Organometallic Nucleophiles
4 Radical Additions to Imine-BF3 Complexes
5 Conclusions
Key words
imine-BF
3 complexes - alicyclic amines - acridines - photocatalysis - radical additions
