544465-08-9Relevant academic research and scientific papers
A preparation method of the fatty amide
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Paragraph 0151-0157, (2017/07/18)
The invention discloses a preparation method for fatty acyl amide, belonging to the technical field of organic chemical synthesis. The method comprises the following steps: using substituted terminal olefin, carbon monoxide, and aminal or amine as raw materials, then carrying out catalyzation or co-catalyzation with aldehyde via a transition metal catalyst, and carrying out reaction in an organic solvent at 50 to 120 DEG C for 12 to 24 hours under the participation of a ligand or the co-participation of the ligand with an additive; removing the organic solvent when the reaction is completed, and carrying out column chromatography so as to obtain a fatty acyl amide compound. The preparation method for the fatty acyl amide has the following advantages: the raw materials, the catalyst and the additive for the reaction are cheap and easily available; synthetic process is simple; synthetic cost is greatly reduced; reaction conditions are mild; industrialization is easily realized; the raw materials and the catalyst for the reaction are clean and non-toxic and has small pollution to the environment.
Palladium-catalyzed hydroaminocarbonylation of alkenes with amines promoted by weak acid
Zhang, Guoying,Ji, Xiaolei,Yu, Hui,Yang, Lei,Jiao, Peng,Huang, Hanmin
supporting information, p. 383 - 386 (2016/01/12)
The weak acid has been identified as an efficient basicity-mask to overcome the basicity barrier imparted by aliphatic amines in the Pd-catalyzed hydroaminocarbonylation, which enables both aromatic and aliphatic amines to be applicable in the palladium-catalyzed hydroaminocarbonylation reaction. Notably, by using this protocol, the marketed herbicide of Propanil and drug of Fentanyl could be easily obtained in a one-pot manner.
Palladium-catalyzed hydroaminocarbonylation of alkenes with amines: A strategy to overcome the basicity barrier imparted by aliphatic amines
Zhang, Guoying,Gao, Bao,Huang, Hanmin
supporting information, p. 7657 - 7661 (2015/06/25)
A novel and efficient palladium-catalyzed hydroaminocarbonylation of alkenes with aminals has been developed under mild reaction conditions, and allows the synthesis of a wide range of N-alkyl linear amides in good yields with high regioselectivity. On the basis of this method, a cooperative catalytic system operating by the synergistic combination of palladium, paraformaldehyde, and acid was established for promoting the hydroaminocarbonylation of alkenes with both aromatic and aliphatic amines, which do not react well under conventional palladium-catalyzed hydroaminocarbonylation. Back to basics: The basicity of aliphatic amines precludes their use in the palladium-catalyzed hydroaminocarbonylation. This issue was overcome by using aminals as surrogates of aliphatic amines. A cooperative catalytic system was discovered to operate by the synergistic combination of palladium, paraformaldehyde, and acid for promotion of the hydroaminocarbonylation of alkenes with both aromatic and aliphatic amines.
Direct thionation and selenation of amides using elemental sulfur and selenium and hydrochlorosilanes in the presence of amines
Shibahara, Fumitoshi,Sugiura, Rie,Murai, Toshiaki
supporting information; experimental part, p. 3064 - 3067 (2009/12/05)
Reactions of amides with elemental sulfur in the presence of hydrochlorosilanes and amines give the corresponding thioamides in good to high yields. The process takes place via reduction of elemental sulfur by the hydrochlorosilane in the presence of a suitable amine. The methodology can be applied to the selenation of amides by using elemental selenium. Thlonation and selenation of an acetyl-protected sialic acid derivative are found to take place selectively at the amide group.
