The arrangement of N-[2-(cyclopent-1-en-1-yl)phenyl]benzamide to give 2-phenylarylspiro[3,1-benz-oxazine-4,1'-cyclopentane] was carried out in the presence of DCl. Analysis of the electron impact mass spectra of this benzoxazine and its deuterated analogs showed initial formation of a monodeuterated product. The contributions of polydeuterated benzoxazines increase as the reaction progresses.
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The authors express their gratitude to S. A. Grabovskii for active participation in a discussion of these results.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 1166-1170, July, 2013.
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Galkin, E.G., Erastov, A.S., Vyrypaev, E.M. et al. Intramolecular cyclization of N-[2-(cyclopen-1-en-1-yl)phenyl]benzamide using deuterium chloride. Chem Heterocycl Comp 49, 1087–1091 (2013). https://doi.org/10.1007/s10593-013-1347-5
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DOI: https://doi.org/10.1007/s10593-013-1347-5