Synthesis of 6-Substituted 2-Phenyloxazolo[4,5-b]pyridines

Gérald Guillaumet, Marie‐Claude Viaud, P. JAMONEAU, L. SAVELON

Heterocycles · 1995 · 15 citations · 0 references

DOIFull text

Open access

Concepts

Abstract

The synthesis of 2-phenyloxazolo[4,5-hlpyridines substituted in position 6 by alkyl.aryl, beni:yl, formyl.acetyl, benzoyl and nitrile group is describedThe main objective in current pain research is to develop improved non-opioid analgesics which are effective as an opioid but without their side effects.'Oxazolo[4.5-blpyridin-Z(3H)-onederivatives structure A constitute an important group of compounds due to their biological properties.2Their, activities depend mainly on the nature of the substituents on the basic heterocyclic framework.We report here the synthesis of derivatives (B) having a 2-phenyloxazolo[4,5-hlpyridine skeleton substituted at C-6 position by several groups as alkyl, formyl, acetyl.benzoyl, benzyl, aryl and nitrile groups.which should be potential intermediates in our project The fonctionalization at this position first had been tried via anionic reaction using 11-butyllithium at -78T according to Scheme 1.In fact, we didn't 91% 51%