N-philes

N-philes are group of radical molecules which are specifically attracted to the C=N bonds, defying often the selectivity rules of electrophilic attack. N-philes can often masquerade as electrophiles, were acyl radicals are excellent examples which interact with pi-electrons of aryl groups.

References

• Falzon CT., Ryu I., Schiesser CH. (2002). 5-Azahexenoyl radicals cyclize via nucleophilic addition to the acyl carbon rather than 5-exo homolytic addition at the imine. Chemical Communications, 20:2338-2339