Jean Claude Jacquesy

Hydroxynitrilium ions as intermediates in the reaction of nitroderivatives with aromatics

Abstract In acids reaction of ethyl nitroacetate 1 and of α nitroacetophenone 14 with aromatics yields E oximes 2 and 15, respectively, addition occurring on the corresponding hydroxynitrilium ion. In acids reaction of ethyl nitroacetate 1 and of α nitroacetophenone 14 with aromatics yields E oximes 2 and 15, respectively, addition occurring on the corresponding hydroxynitrilium ion.

An efficient synthesis of 6-hydroxymelatonin, a human metabolite of melatonin

Abstract A four-step synthesis of 6-hydroxymelatonin 5 , major human metabolite of melatonin 1 , is reported starting from melatonin. The synthesis involves in the keys steps a regioselective Friedel–Crafts acylation followed by a Baeyer–Villiger oxidation. The overall yield is 48%.