CuBr_2/Ag_2CO_3催化苄胺氧化酰胺化合成N-苄基苯甲酰胺
Synthesis of N-benzylbenzamides using CuBr_2/Ag_2CO_3 catalyzed oxidative amidation of benzylamines
作者：何华玲;张强;姬建新;魏伟;杜锋田;
Author：
收稿日期： 年卷（期）页码：2017,32(03):-223-227
期刊名称：华西药学杂志
Journal Name：WEST CHINA JOURNAL OF PHARMACEUTICAL SCIENCES
关键字：N-苄基苯甲酰胺;苄胺;铜;银;催化;氧化酰胺化;合成;自由基
Key words：
基金项目：
中文摘要
目的建立一种简单、有效地制备N-苄基苯甲酰胺类化合物的方法。方法以苄胺及衍生物为底物、TBHP为氧化剂、HPO(OEt)_2为添加剂,在CuBr_2/Ag_2CO_3的催化下,制备N-苄基苯甲酰胺类化合物。结果和讨论制备了一系列N-苄基苯甲酰胺类化合物,其结构经~1HNMR、~(13)CNMR和HR-MS表征。该反应具有操作简便、原料易得、条件温和等特点。
英文摘要
[1]Nitsche C,Holloway S,Schirmeister T,et al.Biochemistry and medicinal chemistry of the dengue virus protease[J].Chem Rev,2014,114(22):11348-11381.
[2]Han C,Lee JP,Lobkovsky E,et al.Catalytic ester-amide exchange using group(Ⅳ)metal alkoxide-activator complexes[J].J Am Chem Soc,2005,127(28):10039-10044.
[3]Sherbow TJ,Downs EL,Sayler RI,et al.Investigation of 1,3,5-triaza-7-phosphaadamantane-stabilized silver nanoparticles as catalysts for the hydration of benzonitriles and acetone cyanohydrin[J].ACS Catalysis,2014,4(9):3096-3104.
[4]Muthaiah S,Ghosh SC,Jee JE,et al.Direct amide synthesis from either alcohols or aldehydes with amines:Activity of Ru(Ⅱ)hydride and Ru(0)complexes[J].J Org Chem,2010,75(9):3002-3006.
[5]Yoo WJ,Li CJ.Highly efficient oxidative amidation of aldehydes with amine hydrochloride salts[J].J Am Chem Soc,2006,128(40):13064-13065.
[6]Zhu M,Fujita K,Yamaguchi R.Aerobic oxidative amidation of aromatic and cinnamic aldehydes with secondary amines by Cu I/2-pyridonate catalytic system[J].J Org Chem,2012,77(20):9102-9109.
[7]Wei W,Hu XY,Yan XW,et al.Direct use of dioxygen as an oxygen source:Catalytic oxidative synthesis of amides[J].Chem Commun(Camb),2012,48(2):305-307.
[8]Sekine M,Satoh M,Yamagata H,et al.Acylphosphonates:P-C bond cleavage of dialkyl acylphosphonates bymeans of amines.Substituent and solvent effects for acylation of amines[J].J Org Chem,1980,45:4162-4167.
[9]Wang J,Liu C,Yuan J,et al.Copper-catalyzed oxidative coupling of alkenes with aldehydes:Direct access to alpha,betaunsaturated ketones[J].Angew Chem Int Ed Engl,2013,52(8):2256-2259.
【关闭】
