由 Sc(OTf) 催化的芳基氧化环酯与γ-羟基烯酮反应合成 2,5-二取代呋喃。
Synthesis of 2,5-Disubstituted Furans from Sc(OTf) Catalyzed Reaction of Aryl Oxiranediesters with γ-Hydroxyenones.
机构信息
Department of Chemistry, Indian Institute of Technology Guwahati , North Guwahati, Assam 781039, India.
出版信息
J Org Chem. 2017 Apr 21;82(8):4415-4421. doi: 10.1021/acs.joc.7b00133. Epub 2017 Mar 31.
PMID:28332838
Abstract
A convenient synthesis of 2,5-disubstituted furan was developed by employing donor-acceptor oxiranes in a new reaction with γ-hydroxyenones. Sc(OTf) was found to be the best catalyst, and 2,5-disubstituted furans are obtained in moderate to good yields under mild reaction conditions. The scope of the reaction is quite decent, allowing for the synthesis of disubstituted furans having aryl and heteroaromatic groups.
摘要
一种方便的 2,5-二取代呋喃的合成方法是通过在一种新反应中使用供体-受体环氧化合物与γ-羟基烯酮反应来实现的。研究发现，Sc(OTf)是最好的催化剂，在温和的反应条件下，以中等至良好的收率得到 2,5-二取代呋喃。该反应的范围相当广泛，可以合成具有芳基和杂芳基取代基的二取代呋喃。
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