Synthesis of Deprenyl-like nitroxide free radicals and their diamagnetic derivatives

Abstract

Synthesis of paramagnetically modified deprenyl and oxotremorine is reported. Starting from 5-and 6-membered 2,5-disubstituted nitrones 1, 6 or 4-phenyl-2,5,5-trimethyl-1H-pyrroline 1-oxide 11 deprenyl or oxotremorine like nitroxides were synthesized via Grignard reactions. The corresponding pre-nitroxides with propargylamine structure were achieved by reduction of nitroxides followed by methylation.