Christophe Poitevin

Synthesis of spiro[quinoline-2,4′-piperidines] Heck versus radical reaction

Abstract The synthesis of spiro[quinoline-2,4′-piperidines] by using a radical or a Heck reaction, as the key step, is described.

The thermal rearrangement of N-alkyl-N-vinylpropargylamines into 2-methylpyrroles. A new synthesis of annulated[b]pyrroles

Abstract The thermolysis of N -alkyl- N -vinylpropargylamines produced annulated[ b ]pyrroles with moderate to good yields. The formation of these substituted pyrroles probably involves a tandem aza-Claisen rearrangement-cyclization reaction.

AN EASY AND EFFICIENT ACCESS TO 2-BROMO-4-METHOXYANILINE

Abstract 2-Bromo-4-methoxyaniline was obtained by treatment of 2,6-dibromo-4-methoxyaniline with n-butyllithium.

Modulations of the amide function of the preferential dopamine D3 agonist (R,R)-S32504: Improvements of affinity and selectivity for D3 versus D2 receptors

Starting with the preferential dopamine (DA) D(3) agonist S32504, we prepared two series of derivatives of the general formula I-A and I-B, in an effort to improve both potency and selectivity. For the first set of derivatives, where the primary amide function of S32504 was replaced by either secondary and tertiary amide or ester, acid, nitrile and ketone, no improvement was obtained. Conversely, when the primary amide function was integrated in a lactam ring, an enhancement of affinity and selectivity was attained for the five-membered ring lactam but also for its five-membered ring lactone analogue.