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新型铜催化的四组分反应:易于获得 alpha-芳基 beta-羟基异羟肟酸酯。

A new entry of copper-catalyzed four-component reaction: facile access to alpha-aryl beta-hydroxy imidates.

机构信息

Department of Chemistry and School of Molecular Science (BK21), Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701, Korea.

出版信息

Org Lett. 2009 Mar 5;11(5):1155-8. doi: 10.1021/ol900023t.

Abstract

Alpha-aryl beta-hydroxy imidates are efficiently obtained by the four-component reaction of ethyl glyoxylates, aryl acetylenes, sulfonyl azides, and alcohols using a copper catalyst. The developed procedure is characterized by high selectivity, mild reaction conditions, a wide substrate scope, and an excellent functional group tolerance. Facile transformations of the obtained sulfonylimidate moiety to other carbonyl groups such as sulfonamides or esters were also demonstrated.

摘要

通过使用铜催化剂,由乙基乙二醛、芳基乙炔、磺酰基叠氮化物和醇的四组分反应,高效地得到了α-芳基β-羟基亚氨基酯。所开发的方法具有高选择性、温和的反应条件、广泛的底物范围和出色的官能团耐受性。还证明了获得的磺酰亚氨基酯部分很容易转化为其他羰基化合物,如磺酰胺或酯。

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