Controlled synthesis of polyfunctionalized pyrrole and thiophene from the same precursor, methyl [(buta-2,3-dienimidoyl)sulfanyl]acetate

Resumo

1-Aza-1,3,4-trienes containing a methoxycarbonylmethyl substituent on the sulfur atom exhibit dual reactivity which can be controlled by the catalyst nature (CuBr or t-BuOK) so that to obtain methyl (pyrrol-2-yl)sulfanylacetates or methyl (methylamino)thiophene-2-carboxylates with high chemoselectivity.