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- Title
Expedient Iodocyclization Approach Toward Polysubstituted 3 H-Benzo[ e]indoles.
- Authors
Martins, Guilherme M.; Zeni, Gilson; Back, Davi F.; Kaufman, Teodoro S.; Silveira, Claudio C.
- Abstract
A facile and expedient iodocyclization of 4-(2-prop-1-ynylphenyl)-1 H-pyrroles towards the synthesis of polysubstituted 3 H-benzo[ e]indoles is reported. The transformation was optimized and the best results were obtained by using iodine (1.2 equiv,) in dichloromethane, and potassium carbonate as base. The starting 1,2,3,4-tetrasubstituted pyrroles were efficiently obtained by means of a nickel(II) chloride-promoted four-component (nitromethane, amine, 2-alkynylbenzaldehyde and ethyl acetoacetate) reaction. Further functionalization of the resulting 5-iodoheterocycles was also explored.
- Subjects
INDOLE compounds; RING formation (Chemistry); HETEROCYCLIC compounds synthesis; ETHYNYL benzene; PYRROLES; CHEMICAL synthesis
- Publication
Advanced Synthesis & Catalysis, 2015, Vol 357, Issue 14/15, p3255
- ISSN
1615-4150
- Publication type
Article
- DOI
10.1002/adsc.201500275