Cyclisation of α-chiral aminyl radicals
✍ Scribed by W Russell Bowman; Daniel R Coghlan; Hitesh Shah
- Publisher
- Elsevier Science
- Year
- 2001
- Tongue
- English
- Weight
- 271 KB
- Volume
- 4
- Category
- Article
- ISSN
- 1387-1609
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📜 SIMILAR VOLUMES
## Ortho-haloacryloylanilides carrying chiral auxiliaries on the nitrogen undergo radical cyclisation to give oxindoles in optical yields up to 39%. We have recently described the synthesis of 3-substituted, 3,3\_disubstituted, and 3,3spirooxindoles via cyclisation of the aryl radicals derived fr
l-(2-Aminophenyl)pent-l-yne 1 reacted with benzenethiol at 150 °C under radical conditions to give the thiol/alkyne adduct 2, the benzothiophene 4 and the indole 5. Reaction of l with henzenesulfanyl radicals produced from diphenyl disulfide in the absence of hydrogen donors gave only the indole 5 i