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Oxazine derivativesR 0595 DOI: 10.1002/chin.201020144

4H-3,1-Benzoxazines from Benzyl Cyclopropanes. First Example of Acid Cata-lyzed Rearrangement in ortho-Substituted Benzylcyclopropanes. — The acid-cat-alyzed conversion of ortho-substituted benzylcyclopropanes is compared with that of analogous phenylcyclopropanes. Thus, 2-N-acylamino-substituted benzylcyclopro-panes (I) are rearranged in the presence of TFA or H2SO4 into the corresponding 4H-3,1-benzoxazines (II). 2-N-Acylaminoallylbenzenes such as (III) are also subjected to this rearrangement. — (TROFIMOVA, E. V.; ARCHEGOV, B. P.; FEDOTOV*, A. N.; GAZZAEVA, R. A.; MOCHALOV, S. S.; ZEFIROV, N. S.; Chem. Heterocycl. Compd. (N. Y.) 45 (2009) 9, 1095-1104; Lomonosov Moscow State Univ., Moscow 119992, Russia; Eng.) — H. Haber

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