کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5220227 1383381 2012 5 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Novel piperidine-fused benzoxazino- and quinazolinonaphthoxazines-synthesis and conformational study
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Novel piperidine-fused benzoxazino- and quinazolinonaphthoxazines-synthesis and conformational study
چکیده انگلیسی

The reactions of 1-(amino(2-hydroxyphenyl)methyl)-2-naphthol (3) and 1-(amino(2-aminophenyl)methyl)-2-naphthol (6) with glutardialdehyde resulted in the formation of piperidine-fused benzoxazinonaphthoxazine 4 and quinazolinonaphthoxazine 7, respectively, both in diastereopure form.The full conformational search protocols of 4 and 7 were successfully carried out by NMR spectroscopy and accompanying molecular modelling; the global minimum-energy conformers of all diastereomers were computed, and the assignments of the most stable stereoisomers, Gtct1 for 4 and Gtct1 for 7, were corroborated by spatial NOE information relating to the H7a-H10a-H15b and H,H coupling patterns of the protons in the flexible part of the piperidine moiety. Additionally, mass spectrometric fragmentation was investigated in collision-induced dissociation experiments. The elemental compositions of the ions were determined by accurate mass measurements.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 68, Issue 31, 5 August 2012, Pages 6284-6288
نویسندگان
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