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Solid-Phase Synthesis of Pyrrole Derivatives through a Multicomponent Reaction Involving Lys-Containing Peptides
ACS Combinatorial Science ( IF 3.903 ) Pub Date : 2018-02-14 00:00:00 , DOI: 10.1021/acscombsci.8b00006
Yahya E. Jad 1 , Santosh K. Gudimella 1, 2 , Thavendran Govender 1 , Beatriz G. de la Torre 1, 3 , Fernando Albericio 1, 2, 4, 5
Affiliation  

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 FeCl3 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.

中文翻译:

通过含赖氨酸肽的多组分反应固相合成吡咯衍生物。

吡咯的合成由于其生物学和药学活性而受到了相当大的关注。在本文中,我们描述了一种固相多组分反应,该反应在微波辐射下利用Lys作为N供体,β-硝基苯乙烯,1,3-二羰基化合物和FeCl 3作为易于获得的催化剂,以高转化率提供随后的吡咯衍生物。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,微波活化和多组分反应。本文获得的关于快速性,多功能性和纯度的优异结果再次证明了这种组合策略对于获得化学多样性是有效的。
更新日期:2018-02-14
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