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Synthesis 2010(3): 407-414  
DOI: 10.1055/s-0029-1218594
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis and [3+2] Cycloadditions of 3-Bromo-5,6-dihydro-4H-1,2-oxazine N-Oxides

Leonid V. Romashova, Yulya A. Khomutovab, Vitaliy M. Danilenkoa, Sema L. Ioffeb, Alexey V. Lesiv*a
a Moscow Chemical Lyceum, Tamojenny pr. 4, 111033 Moscow, Russian Federation
b N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky prosp. 47, 119991 Moscow, Russian Federation
Fax: +7(495)3623440; e-Mail: Lesav@mail.ru;
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Publication History

Received 14 September 2009
Publication Date:
07 December 2009 (online)

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Abstract

A number of 3-bromo-5,6-dihydro-4H-1,2-oxazine N-oxides have been synthesized and subjected to [3+2] cycloaddition with alkenes affording various types of products: 3-vinyloxazolines, isoxazoline N-oxides, and 3-functionalized 1,2-oxazine N-oxides.

Key words

1,2-oxazine N-oxide - isoxazoline - cycloaddition - nitronates­ - nitroso acetals

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