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电还原 C3 吡啶化喹喔啉-2(1H)-酮:一种获得双齿氮配体的有效方法。

Electroreductive C3 Pyridylation of Quinoxalin-2(1)-ones: An Effective Way to Access Bidentate Nitrogen Ligands.

机构信息

Institute of Medicine and Materials Applied Technologies, College of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, Shandong 273165, P. R. China.

出版信息

Org Lett. 2021 Feb 5;23(3):1081-1085. doi: 10.1021/acs.orglett.0c04296. Epub 2021 Jan 13.

Abstract

The construction of functional N-containing active biomolecules and bidentate nitrogen ligands by electroreductive pyridylation of N-heteroaromatics is an eye-catching task and challenge. A simple and practical electroreductive-induced C3 pyridylation of quinoxalin-2(1)-ones with readily available cyanopyridines is reported. More than 36 examples are supplied, and the reaction performed in >95% yield. The present protocol provides a convenient, efficient, and gram-scale synthesis strategy for a series of new types of potential bidentate nitrogen ligands.

摘要

通过电化学还原杂芳环的吡啶化来构建功能 N 含有活性生物分子和双齿氮配体是一项引人注目的任务和挑战。本文报道了一种简单实用的电化学诱导喹喔啉-2(1)-酮与易得的氰基吡啶的 C3 吡啶化反应。提供了超过 36 个实例,反应收率大于 95%。本方案为一系列新型潜在双齿氮配体提供了一种方便、高效、克级规模的合成策略。

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