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用于合成N-芳基三取代吡咯的催化多组分反应。

Catalytic multicomponent reactions for the synthesis of N-aryl trisubstituted pyrroles.

作者信息

Galliford Chris V, Scheidt Karl A

机构信息

Department of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, IL 60208, USA.

出版信息

J Org Chem. 2007 Mar 2;72(5):1811-3. doi: 10.1021/jo0624086. Epub 2007 Jan 27.

Abstract

Dirhodium(II) salts efficiently catalyze the three-component assembly reaction of an imine, diazoacetonitrile (DAN), and an activated alkynyl coupling partner to form substituted 1,2-diarylpyrroles in moderate to good yields. The transition-metal-catalyzed decomposition of the diazo compound in the presence of the imine presumably generates a transient azomethine ylide that undergoes cycloaddition with dipolarophiles in a highly convergent manner.

摘要

二铑(II)盐能有效催化亚胺、重氮乙腈(DAN)和活化炔基偶联试剂的三组分组装反应,以中等至良好的产率生成取代的1,2 - 二芳基吡咯。在亚胺存在下,过渡金属催化的重氮化合物分解大概会产生一种瞬态甲亚胺叶立德,它以高度汇聚的方式与亲偶极体发生环加成反应。

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