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Elsevier, Tetrahedron Letters, 4(40), p. 789-792

DOI: 10.1016/s0040-4039(98)02413-7

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Synthesis of 2-halo-2H-azirines from phosphorus ylides

Journal article published in 1999 by Teresa M. V. D. Pinho E. Melo ORCID, António M. D ' A Rocha Gonsalves, António M. D.-'.-A. Rocha Gonsalves, Cláudia S. J. Lopes, Thomas L. Gilchrist
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This paper is available in a repository.

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Abstract

[alpha]-Oxophosphonium ylides (3a-3e) react with N-chlorosuccinimide and N-bromosuccinimide in the presence of azidotrimethylsilane giving the corresponding haloazidoalkenes (4a-4g) with elimination of triphenylphosphine oxide. These compounds were completely converted to the 2H-azirines 5a-5g on heating in heptane. ; http://www.sciencedirect.com/science/article/B6THS-3VXSK6D-3T/1/9eb19b08a4875f23803d57d6eca5b2d2