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A tandem carbonylation/cyclization radical process of 1-(2-iodoethyl)indoles and pyrrole
✍ Scribed by Luis D Miranda; Raymundo Cruz-Almanza; Miriam Pavón; Edith Alva; Joseph M Muchowski
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 267 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
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 ketones after in situ oxidation.
📜 SIMILAR VOLUMES
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.
## Abstract It allows a simple and highly efficient access to polycyclic furans and fused phenols like (IV), (VII), and (X).