Synthesis of spiropyrazolines via 1,3-dipolar cycloaddition of nitrilimines

Citation
E. Jedlovska et al., Synthesis of spiropyrazolines via 1,3-dipolar cycloaddition of nitrilimines, J HETERO CH, 36(4), 1999, pp. 1087-1090
Citations number
16
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF HETEROCYCLIC CHEMISTRY
ISSN journal
0022152X → ACNP
Volume
36
Issue
4
Year of publication
1999
Pages
1087 - 1090
Database
ISI
SICI code
0022-152X(199907/08)36:4<1087:SOSV1C>2.0.ZU;2-Z
Abstract
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.