Khajuria Rajni, Kannaboina Prakash, Kapoor Kamal K, Gupta Annah, Raina Gaurav, Jassal Amanpreet Kaur, Rana Love Karan, Hundal Maninder S, Das Parthasarathi
Department of Chemistry, University of Jammu, Jammu 180006, India.
Org Biomol Chem. 2015 Jun 7;13(21):5944-54. doi: 10.1039/c5ob00545k.
A wide range of 4,6-diarylated/heterylated pyridin-2(1H)-one derivatives were synthesized in good to excellent yields from 1,3-diarylated/heterylated-2-propen-1-ones (chalcones) in one pot under metal and base-free conditions. This domino reaction suggests a novel mechanism comprising of Michael addition followed by amination, subsequent intramolecular amidation and finally dehydronitrosation. The usefulness of the designed 4,6-diarylated/heterylated pyridin-2(1H)-one derivatives has further been demonstrated by synthesizing medicinally important 2,4,6-triaryl/heteryl pyridines via Pd-catalyzed cross-coupling reaction.
在无金属和碱的条件下，通过一锅法从1,3 - 二芳基化/杂芳基化 - 2 - 丙烯 - 1 - 酮（查尔酮）以良好至优异的产率合成了多种4,6 - 二芳基化/杂芳基化吡啶 - 2(1H) - 酮衍生物。这种多米诺反应表明了一种新颖的机制，包括迈克尔加成，随后是胺化、分子内酰胺化，最后是脱氢亚硝化。通过钯催化的交叉偶联反应合成具有药用价值的2,4,6 - 三芳基/杂芳基吡啶，进一步证明了所设计的4,6 - 二芳基化/杂芳基化吡啶 - 2(1H) - 酮衍生物的实用性。
