通过SnCl介导的1,3,4-恶二唑类类似ANRORC的还原重排反应合成3-氨基喹唑啉酮
Synthesis of 3-Aminoquinazolinones via a SnCl-Mediated ANRORC-like Reductive Rearrangement of 1,3,4-Oxadiazoles.
作者信息
Elagawany Mohamed, Maram Lingaiah, Elgendy Bahaa
机构信息
Center for Clinical Pharmacology, Washington University School of Medicine and University of Health Sciences and Pharmacy, St. Louis, Missouri 63110, United States.
Department of Pharmaceutical and Administrative Sciences, University of Health Sciences and Pharmacy, St. Louis, Missouri 63110, United States.
出版信息
J Org Chem. 2023 Dec 15;88(24):17062-17068. doi: 10.1021/acs.joc.3c01973. Epub 2023 Nov 28.
Herein, we developed a new SnCl-mediated ANRORC (addition of nucleophile, ring-opening, and ring-closure)-like rearrangement for the synthesis of 3-amino-2-substituted-quinazolin-4(3)-one from 2-(2-nitrophenyl)-5-substituted-1,3,4-oxadiazole. The new method is solvent-dependent and features the use of a green solvent system (i.e., ethanol/water), high yields, and simple workup. The reduced product could be exclusively synthesized by changing the solvent to acetonitrile.
在此，我们开发了一种新的由氯化亚锡介导的类ANRORC（亲核试剂加成、开环和闭环）重排反应，用于从2-(2-硝基苯基)-5-取代-1,3,4-恶二唑合成3-氨基-2-取代喹唑啉-4(3)-酮。该新方法依赖于溶剂，具有使用绿色溶剂体系（即乙醇/水）、产率高和后处理简单的特点。通过将溶剂改为乙腈，可以专一性地合成还原产物。
Zotero 插件