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环己烷-1,3-二酮在六元含氧杂环合成中的应用。

Application of cyclohexane-1,3-diones for six-membered oxygen-containing heterocycles synthesis.

机构信息

PG Department of Chemistry, JCDAV College Dasuya, Punjab 144205, India; Chemical Technology Department, CSIR-Institute of Himalayan Bioresource Technology, Palampur 176061, HP, India.

Department of Chemistry, Govt. College Seraj at Lambathach, Distt. Mandi, 175048 HP, India; Chemical Technology Department, CSIR-Institute of Himalayan Bioresource Technology, Palampur 176061, HP, India.

出版信息

Bioorg Chem. 2021 Feb;107:104559. doi: 10.1016/j.bioorg.2020.104559. Epub 2020 Dec 15.

DOI:10.1016/j.bioorg.2020.104559
PMID:33418315
Abstract

Cyclohexan-1,3-dione derivatives are versatile scaffolds for the synthesis of a variety of value-added organic molecules including heterocycles and natural products. Six-membered oxygen heterocycles prepared from cyclohexan-1,3-diones are of much importance as they are intermediate for the synthesis of a number of natural products and several other valuable bioactive molecules which shows anti-viral, anti-bacterial, analgesic, antimalarial, anti-inflammatory, anti-allergic, anti-tumor and anti-cancer activities. These advantages have inspired us to write a detailed survey on the newly developed methods which are very essential in the construction of six-membered oxygen heterocycles. Further, the versatility in the chemistry of cyclohexan-1,3-dione and its derivatives is due to the presence of highly active methylene moiety and its active di-carbonyl groups. Recently, reactions of cyclohexane-1,3-dione and its derivatives with other substrates for instance aldehydes, malononitriles, NMSM, chalcones, isatin etc. have been established for the construction of a variety of six-membered oxygen heterocycles. The studies reported in this review article involved the synthesis of six-membered oxygen-containing heterocycles which includes 4H-chromen-5(6H)-one, 2H-xanthen-1(9H)-one, 2H-xanthen-1,8(5H,9H)-dione, 6H-chromen-2,5-dione derivatives and natural products having six-membered oxygen heterocycles from cyclohexane-1,3-dione and its derivatives as one of the substrate.

摘要

环己烷-1,3-二酮衍生物是合成各种有价值的有机分子(包括杂环和天然产物)的多功能支架。从环己烷-1,3-二酮制备的六元氧杂环非常重要,因为它们是许多天然产物和其他几种有价值的生物活性分子的中间体,这些分子表现出抗病毒、抗菌、镇痛、抗疟、抗炎、抗过敏、抗肿瘤和抗癌活性。这些优势激发我们详细综述了新开发的方法,这些方法对于构建六元氧杂环非常必要。此外,环己烷-1,3-二酮及其衍生物的化学多功能性归因于高度活跃的亚甲基部分及其活性二羰基基团。最近,环己烷-1,3-二酮及其衍生物与其他底物(例如醛、丙二腈、NMSM、查尔酮、靛红等)的反应已被确立用于构建各种六元氧杂环。本文综述了涉及合成六元含氧杂环的研究,这些杂环包括 4H-色烯-5(6H)-酮、2H-呫吨-1(9H)-酮、2H-呫吨-1,8(5H,9H)-二酮、6H-色烯-2,5-二酮衍生物和天然产物,它们均由环己烷-1,3-二酮及其衍生物作为底物之一构建而成。

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