CAN 介导的氧化反应在姜黄素和相关产物合成中的应用。
CAN-mediated oxidations for the synthesis of xanthones and related products.
机构信息
Molecular Sciences Institute, School of Chemistry, University of the Witwatersrand, PO Wits 2050, South Africa.
出版信息
J Org Chem. 2010 Dec 17;75(24):8701-4. doi: 10.1021/jo101873v. Epub 2010 Nov 18.
PMID:21086958
Abstract
Reaction of (2,4,5-trimethoxyphenyl)(2-hydroxyphenyl)methanone with ceric ammonium nitrate furnished the xanthone, 2,3-dimethoxy-9H-xanthen-9-one. Under the same conditions the related (1,4-dimethoxynaphthalen-2-yl)(2-hydroxyphenyl)methanone resulted in the formation of 12a-methoxy-5H-benzo[c]xanthenes 5,7(12aH)-dione. Other examples of this novel transformation are also outlined.
摘要
(2,4,5-三甲氧基苯基)(2-羟基苯基)甲酮与硝酸铈铵反应生成了黄烷酮，2,3-二甲氧基-9H-黄烷-9-酮。在相同条件下，相关的(1,4-二甲氧基萘-2-基)(2-羟基苯基)甲酮生成了 12a-甲氧基-5H-苯并[c]色烯-5,7(12aH)-二酮。还概述了这种新转化的其他实例。
相似文献
1
CAN-mediated oxidations for the synthesis of xanthones and related products.CAN 介导的氧化反应在姜黄素和相关产物合成中的应用。
J Org Chem. 2010 Dec 17;75(24):8701-4. doi: 10.1021/jo101873v. Epub 2010 Nov 18.
2
The synthesis of xanthones, xanthenediones, and spirobenzofurans: their antibacterial and antifungal activity.黄烷酮、呫吨酮和螺苯并呋喃的合成：它们的抗菌和抗真菌活性。
Bioorg Med Chem Lett. 2011 Dec 1;21(23):7085-8. doi: 10.1016/j.bmcl.2011.09.088. Epub 2011 Oct 1.
3
The synthesis of the pyranonaphthoquinones dehydroherbarin and anhydrofusarubin using Wacker oxidation methodology as a key step and other unexpected oxidation reactions with ceric ammonium nitrate and salcomine.使用 Wacker 氧化法作为关键步骤合成吡喃并萘醌类化合物去氢大黄素和脱水大黄素，以及使用硝酸铈铵和沙尔科明进行的其他非预期氧化反应。
Org Biomol Chem. 2012 Oct 14;10(38):7809-19. doi: 10.1039/c2ob26126j.
4
[Antioxidant xanthones from Securidaca inappendiculata].[来自无柄蝉翼藤的抗氧化氧杂蒽酮]
Zhongguo Zhong Yao Za Zhi. 2008 Aug;33(16):1982-5.
5
Quinones as key intermediates in natural products Synthesis. Syntheses of bioactive xanthones from Hypericum perforatum.醌类作为天然产物合成中的关键中间体。贯叶连翘中生物活性氧杂蒽酮的合成。
Molecules. 2009 Aug 3;14(8):2857-61. doi: 10.3390/molecules14082857.
6
Synthesis and cytotoxic activity of benzo[a]pyrano[3,2-h] and [2,3-i]xanthone analogues of psorospermine, acronycine, and benzo[a]acronycine.补骨脂素、山油柑碱和苯并[a]山油柑碱的苯并[a]吡喃并[3,2-h]和[2,3-i]呫吨酮类似物的合成及细胞毒性活性
Chem Pharm Bull (Tokyo). 2006 Aug;54(8):1113-8. doi: 10.1248/cpb.54.1113.
7
Synthesis of benzo[c]xanthones from 2-benzylidene-1-tetralones by the ultraviolet radiation-mediated tandem reaction.通过紫外线辐射介导的串联反应由2-亚苄基-1-四氢萘酮合成苯并[c]呫吨酮
J Org Chem. 2008 Jul 18;73(14):5606-8. doi: 10.1021/jo8008929. Epub 2008 Jun 14.
8
Ceric Ammonium Sulfate (CAS) Mediated Oxidations of Benzophenones Possessing a Phenolic Substituent for the Synthesis of Xanthones and Related Products.硫酸高铈铵（CAS）介导的具有酚取代基的二苯甲酮氧化反应，用于合成黄酮和相关产物。
J Org Chem. 2019 Jan 4;84(1):150-160. doi: 10.1021/acs.joc.8b02503. Epub 2018 Dec 17.
9
Ceric ammonium nitrate promoted oxidation of oxazoles.硝酸铈铵促进恶唑的氧化反应。
Org Lett. 2006 Nov 23;8(24):5669-71. doi: 10.1021/ol0624530.
10
Rapid synthesis, screening, and identification of xanthone- and xanthene-based fluorophores using click chemistry.利用点击化学快速合成、筛选和鉴定基于氧杂蒽和呫吨的荧光团。
Org Lett. 2009 Jul 16;11(14):3008-11. doi: 10.1021/ol9010344.
引用本文的文献
1
Synthesis of fluorinated benzophenones, xanthones, acridones, and thioxanthones by iterative nucleophilic aromatic substitution.通过迭代亲核芳香取代合成氟化二苯甲酮、黄酮、吖啶酮和噻吨酮。
J Org Chem. 2012 Jan 6;77(1):473-81. doi: 10.1021/jo202062f. Epub 2011 Nov 23.
Zotero 插件