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Title: | Reactivity of 2-Halo-2H-azirines. 1. Reactions with Nucleophiles | Authors: | Melo, Teresa M. V. D. Pinho e Lopes, Cláudia S. J. Gonsalves, António M. d'A. Rocha Beja, Ana M. Paixão, José A. Silva, Manuela R. Veiga, Luiz Alte da |
Issue Date: | 11-Jan-2002 | Publisher: | American Chemical Society | Citation: | The Journal of Organic Chemistry. 67:1 (2002) 66-71 | Abstract: | Nucleophilic substitution reactions of 2-halo-2H-azirines 1a, 1b, 1d, and 1e with potassium phthalimide and aniline allowed the preparation of new substituted 2H-azirines 2−5. The reactions of 2-bromo-2H-azirine 1a with methylamine led to the synthesis of α-diimines 7 and 8. 2-Halo-2H-azirines were also established as building blocks for the synthesis of a range of heterocyclic compounds, namely, quinoxalines 10a−10d, 3-oxazoline 14, and 2H-[1,4]oxazines 18 and 20. X-ray crystal structures of α-diimine 7, 3-oxazoline 14, and 2H-[1,4]oxazine 18 are reported. | URI: | https://hdl.handle.net/10316/10283 | ISSN: | 0022-3263 | DOI: | 10.1021/jo010504v | Rights: | openAccess |
Appears in Collections: | FCTUC Física - Artigos em Revistas Internacionais FCTUC Química - Artigos em Revistas Internacionais |
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Reactivity of 2-Halo-2H-azirines. 1. Reactions with Nucleophiles.pdf | 105.52 kB | Adobe PDF | View/Open |
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