Synthesis and stereostructure of saturated isoindolone-fused hetero tri-, tetra-, and pentacyclic compounds

被引：4

作者：

Sohár, P ^{[1
]}

Csámpai, A

Magyarfalvi, G

Szabó, AE

Stájer, G

机构：

[1] Eotvos Lorand Univ, Dept Gen & Inorgan Chem, H-1518 Budapest, Hungary

[2] Eotvos Lorand Univ, Hungarian Acad Sci, Res Grp Struct Chem & Spectroscopy, H-1518 Budapest, Hungary

[3] Univ Szeged, Inst Pharmaceut Chem, H-6701 Szeged, Hungary

来源：

MONATSHEFTE FUR CHEMIE | 2004年 / 135卷 / 12期

关键词：

isoindolones; diastereomers; methanobenzoxazinones; NMR; DIFFNOE;

D O I：

10.1007/s00706-004-0190-x

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

t-2-Benzoyl-t-4-phenylcyclohexane-r-1-carboxylic acid reacts with hydrazine to give the saturated 1,7-diphenyl-trans-phthalazin-4(3H)-one. The reaction of the acid with ethylenediamine yields diastereomeric trans-imidazo[2,3-a]isoindoles, which differ in their C-1 configuration. The cyclizations of the acid with cis-2-aminocyclohexane- or 4-cyclohexenemethanol result in trans-isoindolo[2,1-alpha][3,1]benzoxazines, while in its reactions with the analogous di-endo- and di-exo-norbornane- and -norborneneamino alcohols, the acid gives methylene-bridged isomeric di-endo-norbornanes or a norbornene derivative; the corresponding diastereomeric di-exo derivatives have also been prepared. After isolation, the structures were established by means of (1)H and (13)C NMR spectroscopy, with application of DIFFNOE, DEPT, HMQC, HMBC, and 2D-COSY techniques.

引用

页码：1519 / 1527

页数：9

共 37 条

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