氧化自由基脱羧脲醛酸:c -糖基化异喹啉的方便合成

IF 1.2 4区化学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY

Journal of Carbohydrate Chemistry Pub Date : 2020-01-01 DOI:10.1080/07328303.2019.1709974

Han Ding , Xin Zhou , Qian Yao , Peng Wang , Ming Li

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引用次数: 3

摘要

建立了一种基于乙烯基异硝基与单糖和低聚糖复合糖醛酸氧化脱羧产生的4- 4基和5- 5基自由基偶联的c -糖基化异喹啉的简便方法。该方法具有广泛的底物范围和良好的官能团耐受性，并在存在或不存在银盐的情况下提供结构多样的c -糖基化异喹啉。对偶联产物进行脱保护，得到具有多个羟基的c -糖基化异喹啉。这些新颖的结构将为研究它们的生物活性提供机会。

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Oxidative radical decarboxylation of uronic acids: Convenient synthesis of C-Glycosylated isoquinolines

An expedient approach to C-glycosylated isoquinolines was established based on the coupling of vinyl isonitriles with tetrafuranos-4-yl and pentapyranos-5-yl radicals generated from oxidative decarboxylation of uronic acids derived from monosaccharides and complex oligosaccharides. This approach enjoyed a broad substrate scope and good functional group tolerance, and afforded structurally diverse C-glycosylated isoquinolines in the presence or absence of silver salts. Deprotection of the coupling products was conducted to yield C-glycosylated isoquinolines with multiple hydroxyl groups. These novel architectures would offer opportunities for investigation of their bioactivities.

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来源期刊

Journal of Carbohydrate Chemistry 化学-生化与分子生物学

CiteScore

2.10

自引率

0.00%

发文量

审稿时长

1 months

期刊介绍： The Journal of Carbohydrate Chemistry serves as an international forum for research advances involving the chemistry and biology of carbohydrates. The following aspects are considered to fall within the scope of this journal: -novel synthetic methods involving carbohydrates, oligosaccharides, and glycoconjugates- the use of chemical methods to address aspects of glycobiology- spectroscopic and crystallographic structure studies of carbohydrates- computational and molecular modeling studies- physicochemical studies involving carbohydrates and the chemistry and biochemistry of carbohydrate polymers.