基于α-硝基烯丙基酯的分子内环化反应合成 5-羟基-3-吡咯啉-2-酮。
Base-Mediated Intramolecular Cyclization of α-Nitroethylallenic Esters as a Synthetic Route to 5-Hydroxy-3-pyrrolin-2-ones.
机构信息
Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, BS-10/1, Sector 10, Jankipuram extension, Sitapur Road, P.O. Box 173, Lucknow 226031, India.
Molecular and Structural Biology Division, CSIR-Central Drug Research Institute, BS-10/1, Sector 10, Jankipuram extension, Sitapur Road, P.O. Box 173, Lucknow 226031, India.
出版信息
J Org Chem. 2021 Apr 16;86(8):5630-5638. doi: 10.1021/acs.joc.1c00109. Epub 2021 Mar 31.
An unprecedented CsCO-mediated intramolecular cyclization/rearrangement cascade that transforms α-nitroethylallenic esters to functionalized pyrrolin-2-ones has been uncovered. This reaction provides a new and practical approach for the synthesis of medicinally privileged 5-hydroxy-3-pyrrolin-2-ones under mild conditions. The broad potential of this new method was demonstrated by an efficient Au/Ag-catalyzed heteroarylation of 5-hydroxy-3-pyrrolin-2-ones employing electron-rich heteroarenes to furnish heteroaryl-lactam derivatives.
一种前所未有的 CsCO 介导的分子内环化/重排级联反应，能够将 α-硝基烯丙基酯转化为功能化的吡咯啉-2-酮，已经被揭示出来。该反应为在温和条件下合成具有药物优势的 5-羟基-3-吡咯啉-2-酮提供了一种新的实用方法。该新方法的广泛应用潜力通过 Au/Ag 催化的 5-羟基-3-吡咯啉-2-酮与富电子杂芳烃的高效杂芳基化反应得到证明，生成杂芳基内酰胺衍生物。
Zotero 插件