- Synthesis of α-Amidoketones through the Cascade Reaction of Carboxylic Acids with Vinyl Azides under Catalyst-Free Conditions
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An efficient synthesis of α-amidoketone derivatives through the cascade reactions of carboxylic acids with vinyl azides is presented. Compared with literature protocols, notable features of this new method include catalyst-free conditions, broad substrate scope, good tolerance of a wide range of functional groups, and high efficiency. In addition, the synthetic potential of this method as a tool for late-stage modification was convincingly manifested by its application in the structural elaborations of a number of carboxylic acid drug molecules.
- Gao, Cai,Zhou, Qianting,Yang, Li,Zhang, Xinying,Fan, Xuesen
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p. 13710 - 13720
(2020/11/13)
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- Photocatalytic Vicinal Aminopyridylation of Methyl Ketones by a Double Umpolung Strategy
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A photocatalytic double umpolung strategy for the vicinal aminopyridylation of ketones was developed using pyridinium N?N ylides. The inversion of the polarity of the pyridinium N?N ylides by single-electron oxidation successfully enables radical-mediated 1,3-dipolar cycloadditions with enolsilanes formed in situ from ketones, followed by homolytic cleavage of the N?N bond. Intriguingly, the nucleophilic amino and electrophilic pyridyl groups in the ylides can be installed at the nucleophilic α-position and electrophilic carbonyl carbon, respectively, which are typically inaccessible by their innate polarity-driven reactivity. This method accommodates a broad scope, and the utility was further demonstrated by the late-stage functionalization of complex biorelevant molecules. Moreover, the strategy can be successfully applied to enamides.
- Choi, Wonjun,Hong, Sungwoo,Im, Honggu
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p. 17511 - 17516
(2020/08/14)
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- Synthesis method of alpha-acylamino ketone compound
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The invention discloses a synthesis method of an alpha-acylamino ketone compound, and belongs to the technical field of organic synthesis. The preparation method comprises the following steps: mixingan alkenyl azide compound 1, a carboxylic acid compound 2 and an organic solvent, and heating to react to obtain the alpha-acylamino ketone compound 3. Compared with the prior art, the method has thefollowing advantages: (1) the synthesis process is simple and efficient, no catalyst is needed in the whole process, and the alpha-acylamino ketone compound can be obtained with high yield by dissolving the alkenyl azide compound and the carboxylic acid compound in the solvent and stirring; (2) raw materials are cheap and easy to obtain, reaction conditions are mild, and operation is simple; (3) the substrate is wide in application range and can be used for modifying drug molecules; and (4) the atom economy is high, and the requirements of green chemistry are met.
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Paragraph 0027-0029; 0030-0032; 0074
(2020/12/08)
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- Synthesis and hypolipidemic activities of 5-thienyl-4-oxazoleacetic acid derivatives
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A series of 2,5-disubstituted 4-oxazoleacetic acid derivatives was synthesized and evaluated for hypolipidemic activity. Among them, those with a thienyl group at C-5 of the oxazole ring exerted highly potent hypolipidemic effects in rats. 2-(4-Fluorophen
- Moriya,Takabe,Maeda,Matsumoto,Takashima,Takeyama
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p. 333 - 341
(2007/10/02)
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