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基于路易斯酸催化的给体-受体环丙烷与 1,4,2-二恶唑的[3+2]环加成反应合成五元环状硝酮。

Synthesis of five-membered cyclic nitrones based on the Lewis acid-catalysed [3+2]-annulation reaction of donor-acceptor cyclopropanes with 1,4,2-dioxazoles.

机构信息

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, Gansu 730000, P. R. China.

出版信息

Chem Commun (Camb). 2018 Sep 6;54(72):10128-10131. doi: 10.1039/c8cc04656e.

Abstract

A novel synthesis of five-membered cyclic nitrones has been developed based on the Lewis acid-catalysed [3+2]-annulation reaction of D-A cyclopropanes with 1,4,2-dioxazoles. Broad substrate scope and generally good yield make this reaction useful in the preparation of nitrones. When a suitable 1,4,2-dioxazole was used, nitrone and tetrahydrofuran could be prepared in one pot with high atom economy.

摘要

基于路易斯酸催化的 D-A 环丙烷与 1,4,2-二恶唑的[3+2]环加成反应,开发了一种五元环状硝酮的新合成方法。该反应具有广泛的底物范围和良好的产率,在硝酮的制备中具有很大的应用价值。当使用合适的 1,4,2-二恶唑时,一锅法可以高原子经济性地制备硝酮和四氢呋喃。

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