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末端炔烃与氰胺的简便金催化杂环化反应合成取代的2-氨基-1,3-恶唑

Facile Gold-Catalyzed Heterocyclization of Terminal Alkynes and Cyanamides Leading to Substituted 2-Amino-1,3-Oxazoles.

作者信息

Rassadin Valentin A, Boyarskiy Vadim P, Kukushkin Vadim Yu

机构信息

Institute of Chemistry, Saint Petersburg State University, Universitetskii Pr. 26, Stary Petergof, 198504 Saint Petersburg, Russia.

出版信息

Org Lett. 2015 Jul 17;17(14):3502-5. doi: 10.1021/acs.orglett.5b01592. Epub 2015 Jul 2.

Abstract

Facile gold-catalyzed heterocyclization based upon intermolecular trapping of the generated α-oxo gold carbenes with various cyanamides R(2)R(3)NCN (R(2)/R(3) = Alk/Alk, -(CH2)2O(CH2)2-, Ar/Ar, Ar/H) has been developed. In most cases, 2-amino-1,3-oxazoles functionalized at the nitrogen atom as well as at the fifth position of the heterocyclic ring (12 examples) were isolated in good to moderate yields.

摘要

基于生成的α-氧代金卡宾与各种氰胺R(2)R(3)NCN(R(2)/R(3) = 烷基/烷基、-(CH2)2O(CH2)2-、芳基/芳基、芳基/氢)进行分子间捕获,已开发出简便的金催化杂环化反应。在大多数情况下,以良好至中等产率分离得到了在氮原子以及杂环的第五位官能化的2-氨基-1,3-恶唑(12个例子)。

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