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六元碳环和杂环体系的区域和立体选择性环扩张反应的合成潜力:综述。

Synthetic Potential of Regio- and Stereoselective Ring Expansion Reactions of Six-Membered Carbo- and Heterocyclic Ring Systems: A Review.

机构信息

Department of Chemistry, Government College, University Faisalabad, Faisalabad 38000, Pakistan.

Department of Chemistry, University of Engineering and Technology Lahore, Faisalabad Campus, Faisalabad 38000, Pakistan.

出版信息

Int J Mol Sci. 2023 Apr 3;24(7):6692. doi: 10.3390/ijms24076692.

Abstract

Ring expansion reactions fascinate synthetic chemists owing to their importance in synthesizing biologically active compounds and their efficacy in medicinal chemistry. The present review summarizes a number of synthetic methodologies, including stereoselective and regioselective pathways adopted by scientists, for framing medium- to large-size carbo- and heterocycles involving lactams, lactone, azepine and azulene derivatives via ring expansion of six-membered carbo- and heterocycles that have been reported from 2007-2022. Numerous rearrangement and cycloaddition reactions involving Tiffeneau-Demjanov rearrangement, Aza-Claisen rearrangement, Schmidt rearrangement, Beckmann rearrangement, etc., have been described in this regard.

摘要

环扩张反应因其在合成生物活性化合物中的重要性以及在药物化学中的功效而引起了合成化学家的关注。本综述总结了一些合成方法学,包括科学家采用的立体选择性和区域选择性途径,用于通过 2007 年至 2022 年报道的六元碳环和杂环的环扩张来构建涉及内酰胺、内酯、氮杂环丙烷和薁衍生物的中到大环碳环和杂环,其中涉及 Tiffeneau-Demjanov 重排、Aza-Claisen 重排、Schmidt 重排、Beckmann 重排等多种重排和环加成反应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/73c5/10094819/831c0729eaf1/ijms-24-06692-g001.jpg

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