Electrochemical reduction of N-thioamidoimidates:: application to the synthesis of thiazolo[5,4-d]thiazoles

被引：4

作者：

Tapsoba, I ^{[1
]}

Medini, H ^{[1
]}

BenKhoud, ML ^{[1
]}

Boujlel, K ^{[1
]}

机构：

[1] Fac Sci Tunis, Lab Chim Analyt & Electrochim, Tunis 2092, Tunisia

来源：

JOURNAL OF ELECTROANALYTICAL CHEMISTRY | 2004年 / 569卷 / 01期

关键词：

N-thioamidoimidates; thiazolo[5,4-d]thiazole; radical-radical anion dimerization;

D O I：

10.1016/j.jelechem.2004.02.016

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

The reduction of N-thioamidoimidates (1) has been examined in aprotic media at a mercury electrode. As shown by cyclic voltammetry at fast scan rates and controlled potential electrolysis, an overall irreversible one electron transfer is followed by a rapid second order chemical reaction leading to a dimer which involves to thiazolo[5,4-d]thiazole by intramolecular cyclization. (C) 2004 Elsevier B.V. All rights reserved.

引用

页码：89 / 93

页数：5

共 24 条

[1] BACCAR BG, 1965, CR HEBD ACAD SCI, V261, P174
[2] RECENT PROGRESS ON CONDUCTING ORGANIC CHARGE-TRANSFER SALTS
BRYCE, MR
[J]. CHEMICAL SOCIETY REVIEWS, 1991, 20 (03) : 355 - 390
[3] CYCLIC VOLTAMMETRIC STUDIES ON NITROSUBSTITUTED N(THIOACYL)PIPERIDINES AND MORPHOLINES
CIUREANU, M
HILLEBRAND, M
MEGHEA, A
VOLANSCHI, E
[J]. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1988, 239 (1-2): : 227 - 237
[4] CONSTANTINESU E, 1993, REV CHIM, V44, P33
[5] Methyl pyridine derivatives of 14-membered tetraaza macrocycles.: A new host with high selectivity for cadmium
Costa, J
Delgado, R
Drew, MGB
Félix, V
[J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1999, (24): : 4331 - 4339
[6] A POLAROGRAPHIC AND VOLTAMMETRIC STUDY OF SOME PRIMARY, SECONDARY AND TERTIARY THIOAMIDES OF PHARMACEUTICAL IMPORTANCE
DAVIDSON, IE
SMYTH, WF
[J]. ANALYTICA CHIMICA ACTA, 1983, 147 (MAR) : 53 - 63
[7] The electrochemical reduction of thioisonicotinamide in an aqueous medium
Dion, D
Laviron, E
[J]. ELECTROCHIMICA ACTA, 1998, 43 (14-15) : 2061 - 2069
[8] APPLICATION OF A QUARTZ-CRYSTAL MICROBALANCE TO THE STUDY OF COPPER CORROSION IN ACID-SOLUTION INHIBITED BY TRIAZOLE-IODIDE PROTECTIVE FILMS
JOPE, D
SELL, J
PICKERING, HW
WEIL, KG
[J]. JOURNAL OF THE ELECTROCHEMICAL SOCIETY, 1995, 142 (07) : 2170 - 2173
[9] TETRATHIAFULVALENES AS BUILDING-BLOCKS IN SUPRAMOLECULAR CHEMISTRY
JORGENSEN, T
HANSEN, TK
BECHER, J
[J]. CHEMICAL SOCIETY REVIEWS, 1994, 23 (01) : 41 - 51
[10] Kane P. O., 1961, J ELECTROANAL CHEM, V2, P152, DOI 10.1016/0022-0728(61)80006-5

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