18366-59-1Relevant academic research and scientific papers
α-vinylation of β-aminothiophene derivatives. Synthesis of 6- functionalized thieno[3,2-b]pyridines
Berkaoui, M'hamed,Outurquin, Francis,Paulmier, Claude
, p. 9055 - 9066 (2007/10/03)
The acid-catalyzed reductive α-alkylation of β-aminothiophenes was applied to the N-(thien-3-yl)acetamide and alkyl N-(thien-3-yl)carbamates. Without reduction, β-amino α-vinylthiophenes were obtained when α-branched aldehydes were used. β-(3-Aminothien-2-yl)α,β-unsaturated ketones, esters and nitriles were also prepared from the corresponding α-functionalized acetals. These amines are intermediates in the formation of thieno[3,2- b]pyridines bearing a functional group at the β-position of the pyridine ring.
SYNTHESIS, COMPLEXATION STUDY AND REACTIVITY OF ANNELATED THIOPHENIC NADH MODELS.
Cazin, J.,Trefouel, T.,Dupas, G.,Bouguignon, J.,Queguiner, G.
, p. 1079 - 1090 (2007/10/02)
The synthesis of two carbamoyl 4,7-dihydrothienopyridines 1a and 1b is described.These derivatives are potential new NADH models.A NMR study of the complexation of magnesium ions by these compounds has been performed.The behaviour of the thieno derivative is different of that of thieno derivative: in the former the sulfur atom plays an impotant role in the complexation.The biomimetic reduction of p.nitrobenzaldehyde with 1a or 1b has been studied.The reactivity of the thiophenic annelated NADH models is very superior to that of quinoline analogous.It can be compared to the reactivity of common models such as N-benzyl 1,4-dihydronicotinamide (BNAH).Moreover 1a and 1b can be used in conditions were BNAH is much more less effective.
BIOMIMETIC REDUCTION WITH NON WATER-SENSITIVE NADH MODELS
Cazin, J.,Dupas, G.,Bourguignon, J.,Queguiner, G.
, p. 2375 - 2378 (2007/10/02)
Two NADH models were synthesized which are considerably less water-sensitive than classical-1,4 dihydronicotinamide derivatives such as N-benzyl-1,4 dihydronicotinamide (BNAH): these two models are reactive and more stable in the presence of water than previously reported models.
