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通过包含赖氨酸的肽的多组分反应合成吡咯衍生物的固相合成法。

Solid-Phase Synthesis of Pyrrole Derivatives through a Multicomponent Reaction Involving Lys-Containing Peptides.

机构信息

Catalysis and Peptide Research Unit , School of Health Sciences, University of KwaZulu-Natal , University Road , Westville, Durban 4001 , South Africa.

School of Chemistry and Physics , University of KwaZulu-Natal , University Road , Westville, Durban 4001 , South Africa.

出版信息

ACS Comb Sci. 2018 Apr 9;20(4):187-191. doi: 10.1021/acscombsci.8b00006. Epub 2018 Feb 22.

Abstract

The synthesis of pyrroles has received considerable attention because of their biological and pharmaceutical activities. Herein we describe a solid-phase multicomponent reaction that utilizes Lys as a N donor, β-nitrostyrenes, 1,3-dicarbonyl compounds, and FeCl as an easily accessible catalyst under microwave irradiation to afford the subsequent pyrrole derivatives in high conversions. The strategy combines three of the most powerful tools in modern synthetic chemistry: the solid-phase mode, microwave activation, and a multicomponent reaction. The excellent results in terms of rapidity, versatility, and purity obtained herein support once again that this combined strategy is efficient for gaining chemical diversity.

摘要

吡咯的合成因其具有生物和药物活性而受到广泛关注。在此,我们描述了一种固相多组分反应,该反应利用赖氨酸作为 N 供体、β-硝基苯乙烯、1,3-二羰基化合物和 FeCl 作为易得的催化剂,在微波辐射下生成后续的吡咯衍生物,转化率很高。该策略结合了现代合成化学中最强大的三种工具:固相模式、微波激活和多组分反应。本文中获得的快速、多功能和高纯度的优异结果再次证明,这种组合策略对于获得化学多样性是有效的。

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