JOURNAL of the Tunisian Chemical Society

serving the Research, the Education and the Industry

Synthèse d’aminothioéthers fonctionnalisés à partir d’adduits de Mannich

Written by sctunisie no comments

In soft conditions, simple or functionalized thiols react on ammonium salts of Mannich adducts 1 to lead to the corresponding allylic thioethers 3. In the presence of primary amines these acceptors generate the highly functionalized aminothioethers 4.

H. M’Rabet, M. Ould M’Hamed, A. Ayari, M.L. Efrit

Mannich adduct, alkyl mercaptoacetate, Michael acceptor

Pages 1-8

Synthesis of chiral 2-cyanomethyl oxazolines and their applications in ruthenium-catalyzed allylic substitution

Written by sctunisie no comments

2-Cyanomethyl oxazolines have been prepared in good yields from optically pure amino alcohols and ethyl cyanoacetimidate hydrochloride. They have been evaluated as new bidentate ligands in the ruthenium-catalyzed allylic substitution reaction, on association with the complex [RuCp*(MeCN)3][PF6]. This association leads to the favoured formation of the linear allylic product.

C. Youssef, H. Ben Ammar, R. Ben Salem, C. Bruneau, P.H. Dixneuf

Chiral mono(oxazolines), ruthenium, catalysis, allylation

Pages 9-13

Regioselective synthesis of triazole-oligomers via 1,3-dipolar cu(I)-catalyzed cycloaddition

Written by sctunisie no comments

Polyoxyethylene bis(4-substuted 1,2,3-triazole) ethers were prepared from copper(I) catalyzed [3+2] dipolar cycloaddition of azide to bis(propargyl) polyoxyethylene ethers.

N. Mekni, A. Baklouti

1,2,3-Triazole, bis(triazole), perfluoroalkylethyl azide, 1,3-dipolar cycloaddition, Bis(propargyl) polyoxyethylene ethers.

Pages 15-20

Diastereoselective synthesis and structure of spiroisoxazoline derivatives

Written by sctunisie no comments

Synthesis of a series of novel spiroisoxazolines has been accomplished in good yields by regio- and diastereoselective 1,3-dipolar cycloaddition of (E)-2-arylidene-(2H)-indanones 1a-d and (E)-2-arylidene-(2H)-3-methylindanones 2a-d to arylnitrile oxides 3e-g. The structure of the spiroadducts was elucidated by 1H and 13C NMR. The proposed regio- and stereochemistry of spiranic compounds 4ae-dg and 5ae-dg has been corroborated by two single crystal X-Ray diffraction studies.

S. Boudriga, N. Wannassi, M. Askri, M.E.B. Rammah, C. Strohmann

1,3-dipolar cycloaddition, regiochemistry, stereochemistry, spiroisoxazolines

Pages 29-36

Polyesters à base de monomères issus de la biomasse végétale

Written by sctunisie no comments

New Polyesters based on difuranic diesters, isosorbide and ethyleneglycol were prepared by melt polycondensation. A systematic study, devoted to analyzing the effect of reaction parameters was investigated in order to determine the best conditions for synthesis of these polymers. All polyesters were characterized in terms of both structure and thermal properties.

M. Abid, R. Triki, S. Abid, R. El Gharbi

Furanic diesters, Isosorbide, Polyesters

Pages 45-52

Synthesis of polyoxyethylene bis(3,5-substuted pyrazoles)

Written by sctunisie no comments

Bis(β-diketones) 3 obtained from bis(propargyl) polyoxyethylene ethers 1 via oxidation reactions were readily converted to polyoxyethylene bis(3,5-subsituted pyrazoles) 4 in presence of hydrazine.

I. Mastouri, N. Mekni, A. Baklouti

Pyrazoles, Hydrazine hydrate, 1,3-diketones, Dipropargyl polyoxyethylene ethers, Bispyrazoles

Pages 53-57

Heck coupling styrene with aryl halides catalyzed by palladium complexes in biphasic media

Written by sctunisie no comments

In this work, we have studied the effect of the halide nature in the coupling of styrene with halide benzene catalysed by palladium acetate or chloride. The activation by a catalyst of phase-transfer type Aliquat-336 improves the reactivity in N, N-dimethylformamide-water mixture. The presence of electron-donating groups on the aromatic nucleus of aryl halide involves a decrease of yields. We have also tested the effectiveness of the catalytic system PdCl{C6H3-2,6-(OPiPr2)2} in the coupling of styrene with aromatic chlorides. In this context, a reactional mechanism is proposed.

K. Saïd, Y. Moussaoui, R. Ben Salem

Palladium complexes, phase transfer catalysis, Heck reaction, Aliquat-336, arylation

Pages 59-67

Characterization of a complex mixture of phytosphingosine-type ceramides from the tunisian Reaumuria vermiculata

Written by sctunisie no comments

The aerial parts of Reaumuria vermiculata afforded a complex mixture of eight ceramides (C36H71O5 + nCH2 (n=0; 2 to 8)), previously identified in other natural sources and isolated for the first time from Reaumuria vermiculata (Tamaricaceae) : (2S, 3S, 4R, 2’R, 8E)-2-(2’-hydroxyoctadecanoylamino)-8-octadecen-1,3,4-triol (1), (2S, 3S, 4R, 2’R, 8E)-2-(2’-hydroxyeicosanoylamino)-8-octadecen-1,3,4-triol (2), (2S, 3S, 4R, 2’R, 8E)-2-(2’-hydroxyuneicosanoylamino)-8-octadecen-1,3,4-triol (3), (2S, 3S, 4R, 2’R, 8E)-2-(2’-hydroxydocosanoylamino)-8-octadecen-1,3,4-triol (4), (2S, 3S, 4R, 2’R, 8E)-2-(2’-hydroxytricosanoylamino)-8-octadecen-1,3,4-triol (5), (2S, 3S, 4R, 2’R, 8E)-2-(2’-hydroxytétracosanoylamino)-8-octadecen-1,3,4-triol (6), (2S, 3S, 4R, 2’R, 8E)-2-(2’-hydroxypentacosanoylamino)-8-octadecen-1,3,4-triol (7), (2S, 3S, 4R, 2’R, 8E)-2-(2’-hydroxyhexacosanoylamino)-8-octadecen-1,3,4-triol (8). The ceramides were characterized on the bases of spectroscopic and chemical evidences. The resulting mixture of hydroxy-fatty acid methyl esters of the acid-catalyzed methanolysis of the ceramides was analyzed and quantified by GC. Fatty acid composition was characterized by the predominance of acids with 21, 19 and 20 carbon atoms representing 38.5, 35.3 and 14.9 % of the total fatty acids, respectively. The location of the double bond in the common long chain base (LCB) was evidenced by the IE mass spectrum of the derivation product showing significant fragmentations which were strongly influenced by the sulfurated groups introduced.

F. Hichri, M.H. Oueslati, Sa. Hammami, H. Ben Jannet, P. Jean, M. Abreu, Z. Mighri

Reaumuria vermiculata, ceramides, fatty acids, long-chain base, RMN, GC/MS

Pages 83-89

Rss feed of the category