Electrochemical oxidation of some dihydroxybenzene derivatives in the presence of indole

被引：62

作者：

Nematollahi, D. ^{[1
]}

Dehdashtian, S. ^{[1
]}

Niazi, A. ^{[2
]}

机构：

[1] Bu Ali Sina Univ, Fac Chem, Hamadan, Iran

[2] Azad Arak Univ, Fac Sci, Dept Chem, Arak, Iran

来源：

JOURNAL OF ELECTROANALYTICAL CHEMISTRY | 2008年 / 616卷 / 1-2期

关键词：

Michael reaction; cyclic voltammetry; indole; benzoquinone; 2,5-dihydroxybenzoic acid;

D O I：

10.1016/j.jelechem.2008.01.012

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

The present work explains electrochemical behavior of some dihydroxybenzoic acid and catechol derivatives (1a-d) in the presence of indole (3) as a nucleophile using cyclic voltammetry and controlled-potential coulometry methods and describes a new electrochemical strategy for the synthesis of some new indolyl derivatives of quinones and catechols. In this work, we derive these products with good yields based on electrochemical oxidation under controlled potential conditions in aqueous solutions, without toxic reagents and solvents at a carbon electrode, using an environmentally friendly method. (c) 2008 Elsevier B.V. All rights reserved.

引用

页码：79 / 86

页数：8

共 35 条

[1] *AMICBASE ESSOIL, 1999, DAT NAT ANT
[2] METABOLIC PRODUCTS OF ASPERGILLUS-TERREUS .10. BIOSYNTHESIS OF ASTERRIQUINONES
ARAI, K
YAMAMOTO, Y
[J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 1990, 38 (11) : 2929 - 2932
[3] ARAI K, 1981, CHEM PHARM BULL, V29, P991
[4] Bard A. J., 2001, ELECTROCHEMICAL METH, V2nd, P512
[5] MELANIN AND ITS PRECURSORS .2. MODEL EXPERIMENTS ON THE REACTIONS BETWEEN QUINONES AND INDOLES, AND CONSIDERATION OF A POSSIBLE STRUCTURE FOR THE MELANIN POLYMER
BULOCK, JD
HARLEYMASON, J
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1951, (MAR): : 703 - 712
[6] Electrochemical oxidation of 2,3-dimethylhydroquinone in the presence of 1,3-dicarbonyl compounds
Davarani, SSH
Nematollahi, D
Shamsipur, M
Najafi, NM
Masoumi, L
Ramyar, S
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (05) : 2139 - 2142
[7] Electrochemical study of catechol and some 3-substituted catechols in the presence of 4-hydroxy coumarin: Application to the electro-organic synthesis of new coumestan derivatives
Golabi, SM
Nematollahi, D
[J]. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1997, 420 (1-2): : 127 - 134
[8] Oxidation chemistry and biochemistry of indole and effect of its oxidation product in albino mice
Goyal, RN
Kumar, N
Singhal, NK
[J]. BIOELECTROCHEMISTRY AND BIOENERGETICS, 1998, 45 (01): : 47 - 53
[9] KAJI A, 1994, CHEM PHARM BULL, V42, P1682, DOI 10.1248/cpb.42.1682
[10] Kaji A, 1998, BIOL PHARM BULL, V21, P945

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