Department of Chemistry, Indian Institute of Technology, Bombay, Mumbai 400 076, India.
Org Lett. 2012 Sep 7;14(17):4580-3. doi: 10.1021/ol3020418. Epub 2012 Aug 24.
A variety of functionalized imidazo[1,2-a]pyridines have been synthesized through a one-pot, room temperature, and reagent-free reaction between MBH acetates of nitroalkenes and 2-aminopyridines. The reaction involves a cascade inter-intramolecular double aza-Michael addition of 2-aminopyridines to MBH acetates. Our methodology is marked by excellent yield, regioselectivity and, above all, adaptability to synthesize imidazopyridine-based drug molecules such as Alpidem and Zolpidem.
通过硝基亚乙烯基 MBH 乙酸盐与 2-氨基吡啶之间的一锅、室温、无试剂反应，合成了各种功能化的咪唑并[1,2-a]吡啶。该反应涉及 2-氨基吡啶到 MBH 乙酸盐的级联内-分子内双氮杂迈克尔加成。我们的方法具有产率高、区域选择性好、最重要的是适应性强等优点，可用于合成基于咪唑并吡啶的药物分子，如阿普唑仑和唑吡坦。
