Regioselectivity in the reactions of diphenylnitrilimine with coumarin and chromone
✍ Scribed by Ahmad S. Shawali; Bahgat A. Eltawil; Hassan A. Albar
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 114 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
The cycloaddition of diphenylnitrilimine with coumarin and chromone gave the cycloadducts 4 and 5 respectively. The structures of these products were based on elemental and spectral analyses and alternate synthesis. The orientations of the cycloaddition are interpreted in terms of FM0 theory.
📜 SIMILAR VOLUMES
## Abstract In Simonis reaction with ethyl acetoacetate naphthalene‐2,6‐diol gives 8‐hydroxy‐3‐methyl‐1H‐naphtho[2,1‐b]‐pyran‐1‐one and naphthalene‐2,7‐diol gives the related 9‐hydroxy isomer. In Pechman reactions, the former diol yields a coumarin, 8‐hydroxy‐1‐methyl‐3H‐naphtho[2,1‐b]‐pyran‐3‐one,
Ab5tract: 4-Ethyl-5-methyl-6-mthylthio-2(H)-pyranone (4) undergoes Dials-Alder reactions with ethyl hexynoate (5). 3-heptyn-2-one (6). ethyl ptopiolate (7). and3-butyn-2-one (8) to afford substituted banzenes with high ragioselectivity upon extrusion of CO2. 4-Ethyl-5.6-dimethyl-( 4-ethyl-3,6-dimeth