✦ LIBER ✦
Base-Catalyzed Reactivity of Sulfur- and Selenium-Bridged Cyclic Alkynes: Tandem Isomerization and Cycloaromatization versus Isomerization and Nucleophilic Addition
✍ Scribed by Samuel Braverman; Marina Cherkinsky; Mihail L. Birsa; Yossi Zafrani
- Publisher
- John Wiley and Sons
- Year
- 2002
- Tongue
- English
- Weight
- 190 KB
- Volume
- 2002
- Category
- Article
- ISSN
- 1434-193X
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✦ Synopsis
The synthesis and base-catalyzed reactivity of some novel sulfur-and selenium-bridged cyclic di-and tetralkynes, derived from 1,2-and 1,4-dihydroxybenzene and 1,2-bis(bromomethyl)benzene, are described. The cyclic propargylic sulfides and selenides undergo base-induced isomerization to the corresponding allenes, followed by cycloaromatization of the latter by diradical or anionic mechanisms, depending on