RUTHENIUM DIOXIDE IN FLUORO ACID-MEDIUM .3. APPLICATION TO THE SYNTHESIS OF APORPHINIC, HOMOAPORPHINIC AND DIBENZAZOCINIC ALKALOIDS - STUDIES TOWARDS THE PREPARATION OF AZAFLUORANTHENIC SKELETON

被引：39

作者：

LANDAIS, Y ^{[1
]}

ROBIN, JP ^{[1
]}

机构：

[1] UNIV MAINE,INST TECHNOL,DEPT CHIM,ROUTE LAVAL,F-72017 LE MANS,FRANCE

来源：

TETRAHEDRON | 1992年 / 48卷 / 35期

关键词：

RUTHENIUM DIOXIDE; APORPHINE; HOMOAPORPHINE; DIBENZAZOCINE; AZAFLUORANTHENE;

D O I：

10.1016/S0040-4020(01)88259-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Intramolecular oxidative couplings of phenylalkyltetrahydroisoquinoline precursors in aporphinic and homoaporphinic alkaloids by using RuO2,2H2O in fluoro acidic media were performed. A comparative study of our reagent with TTFA has been made with different precursors. The procedure was also extended to the synthesis of one dibenzazocinic alkaloid. Then, we attempted to synthetize the azafluoranthenic ring, using phenolic and non phenolic isoquinoline precursors.

引用

页码：7185 / 7196

页数：12

共 5 条

[1] RUTHENIUM DIOXIDE IN FLUORO ACID-MEDIUM .2. APPLICATION TO THE FORMATION OF STEGANES SKELETON BY OXIDATIVE PHENOLIC COUPLING
ROBIN, JP
LANDAIS, Y
TETRAHEDRON, 1992, 48 (05) : 819 - 830
[2] SYNTHESIS OF NONPHENOLIC BISBENZOCYCLOOCTADIENE LIGNAN LACTONES AND APORPHINIC ALKALOIDS, BY OXIDATIVE COUPLING WITH NEW AGENTS IN FLUORO ACID-MEDIUM .4.
PLANCHENAULT, D
DHAL, R
ROBIN, JP
TETRAHEDRON, 1993, 49 (26) : 5823 - 5830
[3] RUTHENIUM DIOXIDE IN FLUORO ACID-MEDIUM .5. APPLICATION TO THE NON PHENOLIC OXIDATIVE COUPLING OF DIARYLBUTANES - CONFORMATIONAL STUDIES OF CIS AND TRANS DEOXYSCHIZANDRINS
DHAL, R
LANDAIS, Y
LEBRUN, A
LENAIN, V
ROBIN, JP
TETRAHEDRON, 1994, 50 (04) : 1153 - 1164
[4] RUTHENIUM(IV) DIOXIDE IN FLUORO ACID-MEDIUM - AN EFFICIENT BIARYL PHENOL COUPLING PROCESS, EXEMPLIFIED WITH A BIOMIMETIC ACCESS TO THE SKELETON OF STEGANACIN FROM PRESTEGANES
ROBIN, JP
LANDAIS, Y
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (01): : 224 - 226
[5] RUTHENIUM DIOXIDE IN FLUORO ACID-MEDIUM .1. A NEW AGENT IN THE BIARYL OXIDATIVE COUPLING - APPLICATION TO THE SYNTHESIS OF NON PHENOLIC BISBENZOCYCLOOCTADIENE LIGNAN LACTONES
LANDAIS, Y
ROBIN, JP
LEBRUN, A
TETRAHEDRON, 1991, 47 (23) : 3787 - 3804

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