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Title: | Synthesis of indolines via a SmI promoted domino nitro reduction-intramolecular aza-Michael reaction. |
Authors: | Ramos, Josierika Alexandra Ferreira Araujo, Carolina Soares Nagem, Tanus Jorge Taylor, Jason Guy |
Issue Date: | 2015 |
Citation: | RAMOS, J. A. F et al. Synthesis of indolines via a SmI promoted domino nitro reduction-intramolecular aza-Michael reaction. Journal of Heterocyclic Chemistry, v. 52, p. 54-58, 2015. Disponível em: <http://onlinelibrary.wiley.com/doi/10.1002/jhet.1982/abstract>. Acesso em: 20 abr. 2017. |
Abstract: | A simple and straightforward synthesis of substituted indolines based on a domino nitro reduction intramolec-ular aza-Michael reaction is described. The reaction employs Samarium diiodide under mild conditions for theaddition of dibromoacetic acid to substituted 2-(2-nitrophenyl) acetaldehyde derivatives and their subsequent cycli-zation upon nitro group reduction to provide corresponding indoline heterocycles in good yields. This “one pot”strategy also permitted the expeditious synthesis of a 1,2,3,4-tetrahydroquinoline, whereas the seven-membered2,3,4,5-tetrahydrobenzoazepines compounds were not formed under these reaction conditions. |
URI: | http://www.repositorio.ufop.br/handle/123456789/8005 |
metadata.dc.identifier.uri2: | http://onlinelibrary.wiley.com/doi/10.1002/jhet.1982/abstract |
metadata.dc.identifier.doi: | https://doi.org/10.1002/jhet.1982 |
ISSN: | 1943-5193 |
Appears in Collections: | DEQUI - Artigos publicados em periódicos |
Files in This Item:
File | Description | Size | Format | |
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ARTIGO_SynthesisIndolinesSmI.pdf Restricted Access | 940,79 kB | Adobe PDF | View/Open |
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