FUNCTIONALIZED 2-AZABICYCLO[3.3.1]NONANES .4. SYNTHESIS OF THE INDOLO[3,2-F]MORPHAN SYSTEM

被引：24

作者：

BONJOCH, J

CASAMITJANA, N

BOSCH, J

机构：

[1] UNIV VALENCIA, FAC PHARM, DEPT ORGAN CHEM, VALENCIA 10, SPAIN

[2] UNIV BARCELONA, FAC PHARM, DEPT ORGAN CHEM, BARCELONA 28, SPAIN

来源：

TETRAHEDRON | 1982年 / 38卷 / 19期

关键词：

D O I：

10.1016/0040-4020(82)85014-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A short route to the 2-azabicyclo[3.3.1]nonan-7-one system is described. Condensation of 4-piperidones with diethyl 2-oxopropylphosphonate, followed by catalytic hydrogenation furnished the corresponding piperidylpropanones which were cyclized with mercuric acetate in acetic acid to the target bicyclic ketones. The Fischer indole synthesis from these afforded regioselectively the indolo [3,2-f]morphan, a new heteromorphan [analgesic] type.

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页码：2883 / 2888

页数：6

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