Synthesis of a series of novel 1,3,2Ј-triphenyl-4-aryl spiropyrazolines [5.4Ј]-2Ј-butenolides has been accomplished in good yield by regioselective 1,3-dipolar cycloaddition of diphenylnitrilimine with (E)-3-arylidenebutenolides. X-ray crystal structure analysis of one of the products 4a confirms th
Synthesis, tautomerism and stereochemistry of spiropyrazolines
✍ Scribed by Gábor Tóth; Albert Lévai; Helmut Duddeck
- Publisher
- John Wiley and Sons
- Year
- 1992
- Tongue
- English
- Weight
- 328 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0749-1581
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✦ Synopsis
Abstract
1,3‐Dipolar cycloaddition of (E)‐ and (Z)‐arylidene‐1‐tetralone derivatives affords trans‐ and cis‐spiro‐1‐pyrazolines, respectively, regio‐ and stereo‐selectively in a one‐step reaction. These rearrange into spiro‐2‐pyrazolines on proton catalysis. The relative configurations and conformations of the spiropyrazolines were elucidated by different NMR methods.
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