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通过炔丙醇的脱水环化极其简便地合成呋喃、吡咯和噻吩。

An extremely facile synthesis of furans, pyrroles, and thiophenes by the dehydrative cyclization of propargyl alcohols.

作者信息

Aponick Aaron, Li Chuan-Ying, Malinge Jeremy, Marques Emerson Finco

机构信息

Department of Chemistry, University of Florida, Gainesville, Florida 32611, USA.

出版信息

Org Lett. 2009 Oct 15;11(20):4624-7. doi: 10.1021/ol901901m.

Abstract

Furans, pyrroles, and thiophenes are efficiently prepared by gold-catalyzed dehydrative cyclizations of readily available, heteroatom-substituted propargylic alcohols. The reactions are rapid, high-yielding, and procedurally simple, giving essentially pure aromatic heterocycles in minutes under open-flask conditions with catalyst loadings as low as 0.05 mol %.

摘要

通过金催化易于获得的、杂原子取代的炔丙醇的脱水环化反应,可以高效地制备呋喃、吡咯和噻吩。这些反应速度快、产率高且操作简单,在开放式烧瓶条件下,催化剂负载低至0.05 mol%时,几分钟内就能得到基本纯净的芳香杂环化合物。

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