Feng Daming, Xu Changlin, Wang Wenhao, Zhan Haoming, Ge Chunhua, Huang Peng
College of Chemistry, Liaoning University, Shenyang, Liaoning 110036, P. R. China.
Judicial Authentication & Forensic Sciences Institute, Liaoning University, Shenyang, Liaoning 110036, P. R. China.
J Org Chem. 2023 Oct 20;88(20):14610-14618. doi: 10.1021/acs.joc.3c01617. Epub 2023 Oct 11.
A one-pot cascade chlorination/heterocyclization strategy has been developed for the synthesis of 2,4-dichloro-substituted quinolines from acylated anilines using triphosgene and triphenylphosphine oxide. Obviating the conventional harsh conditions of chlorination, synthetic useful quinolines with moderate to good yields were obtained through this reaction. The mechanism study exhibited that the formation of a β-enamine intermediate plays a vital role in the generation of the final product.
已经开发出一种一锅串联氯化/杂环化策略，用于以三光气和三苯基氧化膦从酰化苯胺合成2,4-二氯取代的喹啉。避免了传统的苛刻氯化条件，通过该反应获得了产率中等至良好的具有合成价值的喹啉。机理研究表明，β-烯胺中间体的形成在最终产物的生成中起着至关重要的作用。
