The regio- and stereoselective synthesis of spiropyrazolines 7 and 8 via 1,
3-dipolar cycloaddition of C-2-(5-nitrofuryl)-N-methylnitrilimine, C-2-(5-n
itrofuryl)-N-phenylnitrilimine and C-4-nitrophenyl-N-methylnitrilimine to (
E)-3-benzylidenechromanone (1), -1-thiochromanone 2, -1-tetralone 3 and (E)
-3-benzylidene-flavanone (4) is reported. The relative configuration and co
nformations of the spiropyrazolines were elucidated by various nmr methods.