Schroif-Gregoire Cosima, Travert Nathalie, Zaparucha Anne, Al-Mourabit Ali
Institut de Chimie des Substances Naturelles, CNRS, Gif-sur-Yvette, France.
Org Lett. 2006 Jul 6;8(14):2961-4. doi: 10.1021/ol0608451.
[reaction: see text] A short synthesis of the C(11)N(5) oroidin derivatives is reported. The key step of the strategy is a one-pot oxidative bromine-mediated addition of protected guanidines to the N-acyl-1,2-dihydropyridines 9a-c. The new N-acyl-1,2-dihydropyridines were prepared directly from pyridine and pyrrole-2-carbonyl chloride by reduction with borohydride reagent in one step.
[反应:见正文] 报道了C(11)N(5)类oroidin衍生物的简短合成方法。该策略的关键步骤是一锅法氧化溴介导的受保护胍类与N-酰基-1,2-二氢吡啶9a - c的加成反应。新型N-酰基-1,2-二氢吡啶是通过硼氢化物试剂一步还原吡啶和吡咯-2-羰基氯直接制备得到的。