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微波辅助合成生物活性七元大环杂环及其稠合衍生物

Microwave-Assisted Syntheses of Bioactive Seven-Membered, Macro-Sized Heterocycles and Their Fused Derivatives.

作者信息

Driowya Mohsine, Saber Aziza, Marzag Hamid, Demange Luc, Bougrin Khalid, Benhida Rachid

机构信息

Laboratoire de Chimie des Plantes et de Synthèse Organique et Bioorganique, URAC23, Faculté des Sciences, Université Mohammed V, B.P. 1014 Rabat, Maroc.

Institut de Chimie de Nice, ICN UMR UNS CNRS 7272, Université Nice-Sophia Antipolis-Université Côte d'Azur, Parc Valrose, 06108 Nice Cedex 2, France.

出版信息

Molecules. 2016 Aug 9;21(8):1032. doi: 10.3390/molecules21081032.

DOI:10.3390/molecules21081032
PMID:27517892
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6273266/
Abstract

This review describes the recent advances in the microwave-assisted synthesis of 7-membered and larger heterocyclic compounds. Several types of reaction for the cyclization step are discussed: Ring Closing Metathesis (RCM), Heck and Sonogashira reactions, Suzuki-Miyaura cross-coupling, dipolar cycloadditions, multi-component reactions (Ugi, Passerini), etc. Green syntheses and solvent-free procedures have been introduced whenever possible. The syntheses discussed herein have been selected to illustrate the huge potential of microwave in the synthesis of highly functionalized molecules with potential therapeutic applications, in high yields, enhanced reaction rates and increased chemoselectivity, compared to conventional methods. More than 100 references from the recent literature are listed in this review.

摘要

本综述描述了微波辅助合成七元及更大杂环化合物的最新进展。讨论了环化步骤的几种反应类型：关环复分解反应（RCM）、Heck反应和Sonogashira反应、Suzuki-Miyaura交叉偶联反应、偶极环加成反应、多组分反应（Ugi反应、Passerini反应）等。只要有可能，就引入了绿色合成和无溶剂方法。本文讨论的合成方法旨在说明与传统方法相比，微波在合成具有潜在治疗应用的高官能化分子方面具有巨大潜力，能够实现高产率、提高反应速率和增加化学选择性。本综述列出了近期文献中的100多篇参考文献。

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Bioorg Med Chem. 2014 Dec 15;22(24):6924-32. doi: 10.1016/j.bmc.2014.10.026. Epub 2014 Oct 22.
9
Synthesis of triazolo-fused benzoxazepines and benzoxazepinones via Passerini reactions followed by 1,3-dipolar cycloadditions.通过Passerini反应，随后进行1,3-偶极环加成反应合成三唑并稠合苯并恶唑嗪和苯并恶唑嗪酮。
Mol Divers. 2014 Aug;18(3):473-82. doi: 10.1007/s11030-014-9530-x. Epub 2014 Jun 4.
10
New short strategy for the synthesis of the dibenz[b,f]oxepin scaffold.新型二苯并[b,f]氧杂卓骨架的合成短策略。
Molecules. 2013 Nov 29;18(12):14797-806. doi: 10.3390/molecules181214797.