A tandem radical addition/cyclization process of 1-(2-iodoethyl)indoles and methyl acrylate
✍ Scribed by Luis D Miranda*; Raymundo Cruz-Almanza; Miriam Pavón; Yeni Romero; Joseph M Muchowski
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 66 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Benzindolizidine systems are generated in moderate yields by a hexabutylditin mediated consecutive radical addition, cyclization, oxidation process from 1-(2-iodoethyl)indoles and methyl acrylate.
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The AIBN-induced radical reaction of 1-(2-iodoethyl)indoles and pyrroles with Bu3SnH under 80 atm of CO was examined. Carbon monoxide was efficiently trapped by an alkyl radical to form an acyl radical which underwent intramolecular addition to the aromatic system to produce bicyclic aromatic ketone
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