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Synthesis of esters derived from 2,3,4-tri-O-benzyl-alpha-D-methylglucoside
Pinto, Tiago A. D.; Hrdina, Radim; Kirsch, G.; Campos, Ana M. F. Oliveira; Rodrigues, Lígia M.; Esteves, Ana Paula2,3,4-Tri-O-benzyl-alpha-D-methylglucoside was prepared and reacted with several acids: benzoic, phenylacetic, 2-(3-bromo-propoxy)-benzoic, acetylsalicylic and 4-(toluene-4-sulfonylamino)-benzoic. The products were isolated with low to fair yields and fully characterized by usual analytical techniques.
Synthesis of esters derived from 2,3,4-tri-O-benzyl-alpha-D-methylglucoside
Pinto, Tiago A. D.; Hrdina, Radim; Kirsch, G.; Campos, Ana M. F. Oliveira; Rodrigues, Lígia M.; Esteves, Ana PaulaThe synthesis of a set of esters obtained from the D-glucose derivative by reaction with several carboxylic acids: benzoic, phenylacetic, acetylsalicylic, 2-(3-bromopropoxy)benzoic acid and 4-(toluene-4- sulfonylamino)benzoic acid.
Synthesis and characterization of novel efficient and thermally stable 2-aryl-5...
Herbivo, Cyril; Comel, Alain; Kirsch, G.; Fonseca, A. Maurício C.; Belsley, M.; Raposo, M. Manuela M.Two series of dicyanovinyl-substituted compounds namely 2-aryl-5-dicyanovinyl-thiophenes 4 and 5-aryl-5´-dicyanovinyl-2,2´-bithiophenes 6 were synthesized through Knoevenagel condensation of the corresponding 2-aryl-5-formyl-thiophenes 3 and 5-aryl-5´-formyl-2,2´-bithiophene 5 precursors. On the other hand, precursors 3 were prepared through the Vilsmeier-Haack-Arnold reaction (VHA) starting from inexpensive an...
Synthesis of 5-aryl-5´-formyl-2,2´-bithiophenes as new precursors for nonlinear...
Herbivo, Cyril; Comel, Alain; Kirsch, G.; Raposo, M. Manuela M.A series of formyl-substituted 5-aryl-2,2´-bithiophenes 5 were synthesized using two different methods: Vilsmeier-Haack-Arnold reaction (VHA) or through Suzuki coupling. The synthesis of compounds 5 through the Vilsmeier-Haack-Arnold reaction, starting from inexpensive and easily available precursors such as acetophenones, gave the title compounds in low yields after four reaction steps. On the other hand Suzuk...
Synthesis of fluorescent tetracyclic lactams by a “one pot” three steps palladi...
Queiroz, Maria João R. P.; Castanheira, Elisabete M. S.; Lopes, Teresa C. T.; Cruz, Yvonne K.; Kirsch, G.Tetracyclic lactams (benzothieno[2,3-c]quinolones) were prepared by “one pot” three steps palladium-catalyzed borylation, Suzuki coupling (BSC) and lactamization, starting from ortho-haloanilines and alkyl 3-bromobenzo[b]thiophene-2-carboxylates. The former were used as the components to be borylated with pinacolborane, and the latter as the brominated component in the Suzuki coupling. The amidation occurred w...
Synthesis of the first thieno-delta-carboline : fluorescence studies in solutio...
Queiroz, Maria João R. P.; Castanheira, Elisabete M. S.; Pinto, Ana M. R.; Ferreira, Isabel C. F. R.; Begouin, Agathe; Kirsch, G.The first thieno-delta-carboline (6,8,9-trimethyl-5H-pyrido[3,2-b]thieno[3,2-f]indole) was prepared in good yield (70%) by intramolecular palladium-assisted cyclization of an ortho-chlorodiarylamine. The latter was in turn selectively synthesized in high yield (90%) by C–N palladium catalyzed cross-coupling of 3-bromo-2-chloropyridine with, the also prepared, 6-amino-2,3,7- trimethylbenzo[b]thiophene. Fluoresce...
Synthesis of formyl-thienylpyrroles : versatile building blocks for NLO materials
Raposo, M. Manuela M.; Sousa, Ana M. R. C.; Fonseca, A. Maurício C.; Kirsch, G.Several formyl-substituted 1-alkyl(aryl)-2-(2´-thienyl)pyrroles 3-7 were synthesized by functionalization of the pyrrole or thiophene ring of thienylpyrroles 2 using different methods: Vilsmeier formylation or metalation followed by reaction with DMF.
Push-pull tricyanovinyl-substituted thienylpyrroles : synthesis, solvatochromic...
Raposo, M. Manuela M.; Sousa, Ana M. R. C.; Fonseca, A. Maurício C.; Kirsch, G.New tricyanovinyl- derivatives 1 of 1-(alkyl)aryl-2-(2'-thienyl)pyrroles 2 have been synthesized and characterized. Compounds 1 display dramatic reductions in both their optical and electrochemical band gaps in comparison to thienylpyrroles 2. The solvatochomic behavior of tricyanovinyl- derivatives 1 was investigated in a variety of solvents. In agreement with the solvatochromic and the electrochemical studies...
Donor-acceptor substituted thienylpyrrole azo dyes : synthesis, solvatochromic ...
Raposo, M. Manuela M.; Sousa, Ana M. R. C.; Fonseca, A. Maurício C.; Kirsch, G.The synthesis of thienyl- substituted pyrrole azo dyes and their UV-visible, solvatochromic and electrochemical properties are described. In agreement with the solvatochromic data and also with the electrochemical study the new donor-acceptor systems synthesized could have applications in NLO.
Synthesis, electrochemical and spectroscopic properties of molybdenum complexe...
Fonseca, A. Maurício C.; Raposo, M. Manuela M.; Sousa, Ana M. R. C.; Kirsch, G.; Beley, MarcTrans-[FMo{NN=CH(5´-R-thienyl)}(dppe)2][BF4] (R = OMe and OEt) and trans[FMo{NN=CH(5’-R-2,2’-bithienyl)}(dppe)2][BF4] (R = OMe, OEt and O(iPr)) were synthesised in good yields by reacting 2-formyl-5-alkoxylthiophenes and 5-formyl-5’-alkoxy-2,2-’bithiophenes respectively, with hydrazido(2-) complex, trans-[MoF(NNH2)(dppe)2][BF4]. The electrochemical, spectroscopic and solvatochromic prope...
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