Synthesis and conformational analysis of new naphth[1,2-e][1,3]oxazino[3,4-c]quinazoline derivatives

被引：26

作者：

Csuetoertoeki, Renata ^{[2
,3
]}

Szatmari, Istvan ^{[2
,3
]}

Koch, Andreas ^{[1
]}

Heydenreich, Matthias ^{[1
]}

Kleinpeter, Erich ^{[1
]}

Fueloep, Ferenc ^{[2
,3
]}

机构：

[1] Univ Potsdam, Dept Chem, D-14476 Potsdam, Golm, Germany

[2] Univ Szeged, Hungarian Acad Sci, Inst Pharmaceut Chem, H-6720 Szeged, Hungary

[3] Univ Szeged, Hungarian Acad Sci, Res Grp Stereochem, H-6720 Szeged, Hungary

来源：

TETRAHEDRON | 2011年 / 67卷 / 44期

关键词：

Naphthoxazinoquinazolines; NMR; Conformational analysis; DFT calculations; Hammett-Brown plots; BETTI BASE; CHAIN; ANTIBACTERIAL;

D O I：

10.1016/j.tet.2011.08.074

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new highly functionalized aminonaphthol derivative, 1-(amino(2-aminophenyl)methyl)-2-naphthol (4), was synthesized by the reaction of 2-naphthol, 2-nitrobenzaldehyde and tert-butyl carbamate or benzyl carbamate, followed by reduction and/or removal of the protecting group. The aminonaphthol derivative thus obtained was converted in ring-closure reactions with formaldehyde. benzaldehyde and/or phosgene to the corresponding naphth[1,2-e][1,3]oxazino[3,4-c]quinazoline derivatives. The conformational analysis of some derivatives by NMR spectroscopy and accompanying molecular modelling are also reported. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：8564 / 8571

页数：8

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