Microwave-mediated synthesis of a cyclic heptapeptoid through consecutive Ugi reactions

被引:10
作者
Barreto, Angelica de Fatima S. [1 ]
Andrade, Carlos Kleber Z. [1 ]
机构
[1] Univ Brasilia, Inst Quim, Lab Quim Metodol & Organ Sintet, BR-70910970 Brasilia, DF, Brazil
关键词
Cyclic peptoids; Consecutive Ugi reactions; Isocyanide-based multicomponent reactions (IMCRs); Microwave-mediated reactions; Macroheterocycles; MULTICOMPONENT REACTIONS; NATURAL-PRODUCTS; PEPTOIDS; SOLVENT; PEPTIDE; CHEMISTRY;
D O I
10.1016/j.tet.2018.10.018
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The combination of consecutive Isocyanide-based Multicomponent Reactions (IMCRs) allowed the synthesis of a cyclic heptapeptoid in a reduced number of steps. Herein, we describe this efficient approach using four consecutive Ugi reactions, being three Ugi four-center, four-component reactions, and one Ugi four-center, three-component reaction. Our strategy involved eight steps of which seven in a row were microwave-assisted with reaction times of 3-5 min and yields ranging from 88 to 98%. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6861 / 6865
页数:5
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