Synthesis and conformational study of 1,2,3,4,5,6,7,8-octahydro-1,6-naphthiridines

被引:1
|
作者
Esipova, T. V. [1 ]
Borisenko, A. A.
Terent'ev, P. B.
Grishina, G. V.
Herzshuh, R.
机构
[1] Moscow MV Lomonosov State Univ, Moscow 119992, Russia
[2] Univ Leipzig, Leipzig, Germany
关键词
Enamine; Intramolecular Cyclization; Oily Substance; Matrine; Conformational Study;
D O I
10.1134/S1070428006050162
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new class of endocyclic enamines, 1,6-disubstituted 1,2,3,4,5,6,7,8-octahydro-1,6-naphthiridines, was synthesized from 4-piperidone imines by successive subjecting the latter to lithiation with lithium diethylamide, to alkylation with 1-bromo-3-chloropropane, and to intramolecular cyclization. All stages were carried out as a unique process without isolation of the intermediate compounds. A thorough optimization of the process conditions, workup, and product storage was carried out. The conformational study of 1,6-disubstituted 1,2,3,4,5,6,7,8-octahydro-1,6-naphthiridines was performed.
引用
收藏
页码:742 / 747
页数:6
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