Soares do Rêgo Barros Olga, Nogueira Cristina W, Stangherlin Eluza C, Menezes Paulo Henrique, Zeni Gilson
Laboratório de Síntese, Reatividade, Avaliação Farmacológica e Toxicológica de Organocalcogênios, CCNE, Rio Grande do Sul, Brazil 97105-900.
J Org Chem. 2006 Feb 17;71(4):1552-7. doi: 10.1021/jo052234c.
We present here carbon-nitrogen bond formation via a coupling reaction of 2-iodo-selenophene catalyzed by Cu(I) in the presence of a base and an inexpensive ligand, and establish the first route to obtaining 2-nitrogen-selenophene derivatives in good yields. We can anticipate that this reaction works well with oxazolidinones, lactams, and aliphatic and aromatic amides, as nitrogen sources, in the absence of any supplementary additives. In addition, the reaction proceeded cleanly under mild reaction conditions and was sensitive to the ratio of amide/2-iodo-selenophene, as well as the nature of the ligand, base, and solvent.
我们在此展示了在碱和廉价配体存在下，通过铜（I）催化的2-碘代硒吩的偶联反应形成碳-氮键，并建立了第一条以良好产率获得2-氮代硒吩衍生物的路线。我们可以预期，在没有任何补充添加剂的情况下，该反应与作为氮源的恶唑烷酮、内酰胺以及脂肪族和芳香族酰胺反应良好。此外，该反应在温和的反应条件下进行得很顺利，并且对酰胺/2-碘代硒吩的比例以及配体、碱和溶剂的性质敏感。
