Recently, we have shown that bis-y,y-dimethylallenyl sulfone (J) undergoes a novel and facile cyclization on heating at 75O to 3-isopropcnyl-4-isopropylthiophene l,l-dioxide (2)2. The reaction mechanism may either involve a 2,2 '-bisallyl-type biradical intermediate or may be described as a concerte
Cycloaromatization of bridged diallenes: Mechanistic study
โ Scribed by S. Braverman; Y. Duar
- Book ID
- 104245637
- Publisher
- Elsevier Science
- Year
- 1978
- Tongue
- French
- Weight
- 192 KB
- Volume
- 19
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Recently, we have reported on the cycloaromatisation of several bridged diallenic systems, l_, 3, 7. 1 This previous work, -as well as the present one, concern bridged diallenes in which the bridge contributes an aromatic character, and consequently an extra driving force for the cyclization. The methyl substituents give rise to a possibility of an ene reaction , which does not exist in the case of the unsubstituted
๐ SIMILAR VOLUMES
The discovery of the net-cyclization of 1,3-hexadien-5-yne to benzene at temperatures around 250 ยฐC was followed, particularly during the 1990s, by an increasing number of investigations of the ability of other compounds possessing a 1,3-hexadien-5-yne substructure to cycloaromatize. This has led to