EFFICIENT REDUCTION OF POLYCYCLIC QUINONES, HYDROQUINONES, AND PHENOLS TO POLYCYCLIC AROMATIC-HYDROCARBONS WITH HYDRIODIC ACID

被引：64

作者：

KONIECZNY, M ^{[1
]}

HARVEY, RG ^{[1
]}

机构：

[1] UNIV CHICAGO,BEN MAY LAB CANC RES,CHICAGO,IL 60637

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 26期

关键词：

D O I：

10.1021/jo00394a014

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of polyarene quinones, hydroquinones, and phenols (or their esters or methyl ethers) undergo reduction directly to the corresponding fully aromatic hydrocarbons in high yield on treatment with hydriodic acid alone or in refluxing acetic acid. Phosphorus is generally not required (except for 1-hydroxynaphthalene) and has a deleterious effect through promotion of undesired hydrogenation of the aromatic products. © 1979, American Chemical Society. All rights reserved.

引用

页码：4813 / 4816

页数：4

共 25 条

[1] BAPAT DS, 1960, TETRAHEDRON LETT, P15
[2] SYNTHESIS OF HYDROQUINONE DIACETATES FROM POLYCYCLIC AROMATIC QUINONES
CHO, H
HARVEY, RG
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1976, (08): : 836 - 839
[3] Clar E., 1964, POLYCYCLIC HYDROCARB, V1, P171
[4] Clar E., 1964, POLYCYCLIC HYDROCARB, VI
[5] CLAR E, POLYCYCLIC HYDROCARB, V2
[6] THE REDUCTION OF ANTHRAQUINONE AND OTHER POLYCYCLIC QUINONES WITH ALUMINIUM ALKOXIDES (MEERWEIN-PONDORFF REAGENT)
COFFEY, S
BOYD, V
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1954, (JUL): : 2468 - 2470
[7] STUDIES RELATED TO CONVERSION OF 9,10-ANTHRAQUINONES TO ANTHRACENES
CRISWELL, TR
KLANDERM.BH
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (06) : 770 - 774
[8] Substitution reactions and meso derivatives of 1,2-benzanthracene
Fieser, LF
Hershberg, EB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1938, 60 : 1893 - 1896
[9] 10-substituted 1,2-benzanthracene derivatives
Fieser, LF
Hershberg, EB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1937, 59 : 1028 - 1036
[10] FU PP, 1977, TETRAHEDRON LETT, P415

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