SYNTHESIS, COMPLEXATION STUDY AND REACTIVITY OF ANNELATED THIOPHENIC NADH MODELS.

Article abstract of DOI:10.1016/S0040-4020(01)85888-9

The synthesis of two carbamoyl 4,7-dihydrothieno<2,3>pyridines 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<2,3-b> derivative is different of that of thieno<3,2-b> 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.