The high reactivity of imidoyl chlorides in nucleophilic displacement reactions is related to their facile isomerization into nitrilium ions.' with the azide ion to give imidoyl azides which may equilibrate with tetrazoles depending on the nature of the substituents, temperature and solvent used. Fo
On the Regioselectivity of Imidoyl Radical Cyclisations
β Scribed by Daniele Nanni; Gianluca Calestani; Rino Leardini; Giuseppe Zanardi
- Publisher
- John Wiley and Sons
- Year
- 2000
- Tongue
- English
- Weight
- 336 KB
- Volume
- 2000
- Category
- Article
- ISSN
- 1434-193X
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β¦ Synopsis
The previously reported tandem cyclisation of N-aryl Ξ±-(2cyanophenyl)sulfanyl imidoyl radicals affords one quinoxaline derivative arising from exclusive 1,6-cyclisation of the final iminyl radical onto the N-aryl ring. When the imidoyl radicals are generated by addition of photolytically generated (2-cyanophenyl)sulfanyl radicals to isocyanides, the reaction also gives small amounts of a by-product that is formed by an analogous route and whose X-ray crystallo- [a]
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