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Synthesis and reactions of 3-halomethyl-substituted oxazine N-oxides

โœ Scribed by Andrey A. Mikhaylov; Alexander D. Dilman; Roman A. Kunetsky; Yulia A. Khomutova; Marina I. Struchkova; Alexander A. Korlyukov; Sema L. Ioffe; Vladimir A. Tartakovsky

Publisher
Elsevier Science
Year
2010
Tongue
French
Weight
431 KB
Volume
51
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

A series of 3-halomethyl-5,6-dihydro-1,2-oxazine N-oxides (halogen = Cl, Br, I) is prepared from 4-phenyl-3,6,6-trimethyl-5,6-dihydro-4H-oxazine N-oxide by means of a silylation/halogenation sequence. The obtained halogenated N-oxides undergo reactions typical of cyclic six-membered nitronates including 1,3-dipolar cycloaddition, addition of nucleophiles, and substitution of the halogen by C-, S-, and Nnucleophiles.

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