S. Shiotani et Y. Tsukamoto, FUROPYRIDINES .16. PHOTO[2-[3,2-C]PYRIDIN-4(5H)-ONE WITH ACRYLONITRILE(2] CYCLOADDITION OF FURO), Journal of heterocyclic chemistry, 32(5), 1995, pp. 1573-1580
The photocycloaddition of furo[3,2-c]pyridin-4(SH)-one (1) and its N-m
ethyl derivative (1-Me) to acrylonitrile has been studied. The structu
res of the photoadducts isolated by column chromatography were determi
ned on the basis of the nuclear magnetic resonance spectroscopy. The c
ycloaddition of 1 afforded an adduct 2 at the carbonyl. oxygen and fou
r possible isomers 3a, 3b, 3c and 3d of cyclobutane-fused adduct at th
e 6- and 7-position of 1, and the addition of 1-Me the N-methyl deriva
tives 3a-Me, 3b-Me, 3c-Me and 3d-Me.