The selective deuterations of several chalcones and related flavonoids
were carried out with a catalytic amount of KOH in methanol-d1. Produ
ct formation showed exclusively alpha-deuteration with the exception o
f 2-styryl-chromone, which was completely deuterated at the gamma posi
tion. Product formations were verified by H-1 and C-13 NMR spectroscop
y and several reactions were monitored by H-1 NMR spectroscopy.