Tetrahedron Letters p. 1205 - 1208 (2002)
Update date:2022-08-04
Topics:
Van De Po?l, Hervé
Guillaumet, Gérald
Viaud-Massuard, Marie-Claude
The synthesis of new tricyclic azaindolic analogs of the hormone melatonin is described. Treatment of 1-(4-bromobutyl)pyrrolo[3,2-b]pyridine derivative with tributyltin hydride and AIBN results in radical cyclisation to give the 6,7,8,9-tetrahydropyrido[2,3-b]indolizine ring system. A new synthetic approach of pyridopyrrolo[2,1-b][1,3]oxazine moiety is shown to be accomplished readily from 1-(3-bromopropyl)-2-oxopyrrolopyridine derivative with sodium hydride in N,N-dimethylformamide.
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(2002)