HETEROCYCLIC SPIROCYCLOHEXADIENONES .1.

被引：4

作者：

MOHRLE, H

SCHAKE, D

BLUHMEHENSEN, K

机构：

[1] Institut Für Pharmazeutische Chemie, Universität Düsseldorf, Düsseldorf, 4000

来源：

ARCHIV DER PHARMAZIE | 1992年 / 325卷 / 10期

关键词：

D O I：

10.1002/ardp.19923251009

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The compound formerly described as methylene amine 3 is in fact the heterocyclic spirocyclohexadienone 9. Contrary to literature, catalytic hydrogenation does not lead to methylamine 4 but to spiroketone 10 and a mixture of diastereomeric spirocyclic alcohols 11a/11b. The reactivity of 9 with protonic acids and carbonyl reagents is investigated.

引用

收藏

页码：665 / 670

页数：6

相关论文

共 15 条

[1]

Bischof P., 1977, ANGEW CHEM, V89, P122

[2] Formaldehyde derivatives of aromatic bases. [J].

Bischoff, CA ;

Reinfeld, F .

BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1903, 36 :41-53

[3] THE REACTION OF BETA-NAPHTHOL, BETA-NAPHTHYLAMINE AND FORMALDEHYDE .3. THE DIBENZACRIDINE PRODUCTS [J].

BLOUT, ER ;

CORLEY, RS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1947, 69 (04) :763-769

[4] REACTION OF 2-NAPHTHOL WITH FORMALDEHYDE AND 2-NAPHTHYLAMINE - ISOLATION OF 1-(2-NAPHTHYLAMINOMETHYL)-2-NAPHTHOL [J].

BURKE, WJ ;

ADAMS, LG ;

MURDOCK, KC ;

RUETMAN, SH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (21) :5637-5639

[5] THE REACTION OF BETA-NAPHTHOL, BETA-NAPHTHYLAMINE AND FORMALDEHYDE .1. 2-AMINO-2'-HYDROXY-1,1'-DINAPHTHYLMETHANE [J].

CORLEY, RS ;

BLOUT, ER .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1947, 69 (04) :755-760

[6]

ELKS J, 1961, J CHEM SOC, P4535

[7]

GLEITER R, 1974, ANGEW CHEM, V86, P770

[8]

GRILLOT GF, 1971, MECHANISMS MOL MIGRA, V3, P256

[9] TOO MANY REARRANGEMENTS OF CYCLOHEXADIENONES [J].

MILLER, B .

ACCOUNTS OF CHEMICAL RESEARCH, 1975, 8 (07) :245-256

[10]

SCHAKE D, 1990, THESIS U DUSSELDORF