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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.
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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