- “On-water” reduction of α-keto amide by Hantzsch ester: A chemoselective catalyst- and additive-free way to α-hydroxy amide
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An efficient and practical method for chemoselective “on-water” reduction of α-keto amide by Hantzsch ester without using any catalysts and additives was developed. Control experiments indicated that the intramolecular hydrogen bond of α-keto amide was cr
- Fang, Zhong-Bing,Yu, Ru-Rong,Hao, Fei-Yue,Jin, Zheng-Neng,Liu, Gu-Yue,Dai, Guo-Liang,Yao, Wu-Bing,Wu, Jia-Shou
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supporting information
(2021/11/18)
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- Zinc salt-catalyzed reduction of α-aryl imino esters, diketones and phenylacetylenes with water as hydrogen source
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The zinc salt-catalyzed reduction of α-aryl imino esters, diketones and phenylacetylenes with water as hydrogen source and zinc as reductant was successfully conducted. The presented method provides a low-cost, environmentally friendly and practical preparation of α-aryl amino esters, α-hydroxyketones and phenylethylenes. By using D2O as deuterium source, the corresponding products were obtained in high efficiency with excellent deuterium incorporation rate, which gives a cheap and safe tool for access to valuable deuterium-labelled compounds. This journal is
- Shen, Guoli,Liu, Haojie,Chen, Jingchao,He, Zhenxiu,Zhou, Yongyun,Wang, Lin,Luo, Yang,Su, Zhimin,Fan, Baomin
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supporting information
p. 3601 - 3610
(2021/05/04)
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- Catalyst- and Additive-Free Chemoselective Transfer Hydrogenation of α-Keto Amides to α-Hydroxy Amides by Sodium Formate
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A catalyst- and additive-free chemoselective transfer hydrogenation of α-keto amides to α-hydroxy amides is easily achieved by using sodium formate as a hydrogen source. The utility of this method is demonstrated by gram-scale synthesis and transformation of the resultant α-hydroxy amides into polysubstituted acetamides and 2-arylindole derivatives. Control experiments suggest that the NH group of α-keto amides is crucial for the chemoselective reduction through the formation of hydrogen bonds.
- Hao, Feiyue,Gu, Zhenyu,Liu, Guyue,Yao, Wubing,Jiang, Huajiang,Wu, Jiashou
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p. 5985 - 5991
(2019/09/10)
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- Method for preparing alpha-hydroxyamide by reducing alpha-keto amides
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The invention relates to a method for preparing alpha-hydroxyamide. Alpha-keto amides and inorganic alkali react in an organic solvent for 6-18 hours at 110-150 DEG C, and the alpha-hydroxyamide is obtained through reduction. According to the preparation
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Paragraph 0060-0065
(2019/10/29)
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- Method for preparing alpha-hydroxy amide by selective reduction of ketone carbonyl group of alpha-ketoamide
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The invention relates to a method for preparing alpha-hydroxy amide by selective reduction of a ketone carbonyl group of alpha-ketoamide. The method comprises the following steps: performing a reaction on the alpha-ketoamide and a formate in an organic so
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Paragraph 0031-0036
(2019/11/28)
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- Potassium Phosphate-Catalyzed Chemoselective Reduction of α-Keto Amides: Route to Synthesize Passerini Adducts and 3-Phenyloxindoles
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A chemoselective reduction of α-keto amides to biologically important α-hydroxy amides (mandelamides) by polymethylhydrosiloxane (PMHS) using 5 mol% potassium phosphate (K3PO4) as catalyst has been developed. This transition metal-free protocol discloses excellent chemoselectivity for the ketone reduction of α-keto amides in the presence of other reducible functionalities like ketone, nitro, halides, nitrile and amide. Also, the chemoselectively reduced α-hydroxy amide has been derivatized to isocyanide-free Passerini adducts. The N-alkyl-α-hydroxy amides have been successfully converted to 3-phenyloxindole derivatives by treatment with methanesulfonyl cholride and triethylamine.
- Muthukumar, Alagesan,Mamillapalli, N. Chary,Sekar, Govindasamy
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p. 643 - 652
(2016/02/27)
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- Α-hydroxy aryl acetylmethylene aromatic amine synthesis process
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Alpha-hydroxy aryl acetyl arylamine can be used as medicine and organic intermediate. The invention discloses a synthetic process of alpha-hydroxy aryl acetyl arylamine. Under existence of a copper catalyst and alkali, alpha-hydroxy aryl acetamide and ary
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Paragraph 0008; 0009; 0056; 0057
(2016/10/10)
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- A kind of α-hydroxy amides the synthetic method of the compound of
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The invention provides a method for synthesizing an alpha-hydroxy amide compound. The method specifically comprises the following steps: (1) mixing amide, an alkali and dimethyl sulfoxide, sealing in an air atmosphere, and reacting; (2) cooling to room te
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Paragraph 0146-0154
(2016/10/07)
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- Synthesis of α-Hydroxycarboxylic Acid Anilides via Copper-Catalyzed C-N Coupling of α-Hydroxyamides with Aryl Halides
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The synthesis of highly important α-hydroxycarboxylic acid anilides via copper-catalyzed chemoselective C-N coupling reactions of α-hydroxyamides and aryl halides is described. This highly selective N-arylation process demonstrates wide substrate scope, c
- Li, Zhijie,Wen, Quan,Zhou, Lihong,Deng, Xingmei,Zeng, Qingle
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supporting information
p. 3751 - 3757
(2015/11/28)
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- Chemoselective Reductive Deoxygenation and Reduction of α-Keto Amides by using a Palladium Catalyst
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A palladium catalyst is used to synthesize 2,N-diphenylacetamides and α-hydroxy amides from readily available α-keto amides by chemoselective reductive deoxygenation and chemoselective reduction using polymethylhydrosiloxane (PMHS). This methodology has t
- Mamillapalli, N. Chary,Sekar, Govindasamy
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p. 3273 - 3283
(2015/11/03)
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- Chemoselective reduction of α-keto amides using nickel catalysts
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Ni-catalysts are used for the first time to synthesize highly important α-hydroxy amides and β-amino alcohols from α-keto amides by chemoselective and complete reduction using hydrosilanes. Chemoselective complete reduction of α-keto amides in the presenc
- Mamillapalli, N. Chary,Sekar, Govidasamy
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supporting information
p. 7881 - 7884
(2014/07/08)
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