| Amides are important organic compounds,and they are important structual units in bionts.They are widely used in organic synthesis,the synthesis of drugs and natuaral products,chemical industry,and so on.As a result,studying on the synthesis of amides is of great importance in chemistry.In the past decades,people prepared amides by the amination of carboxylic acids and their derivatives.However,this method is cumbersome and strict.In recent years,the preparation of amide by carboylation develops fast.In these methods,Heck reaction is a common method,but this method uses CO as carboylation reagent,which is great harm to hunman,what’s more,the reactions usually are carried out under the condition of high temperature and high pressure,complex operation,so there are a lot of limitations in practical applications.Recently,peopel have found substitutes of CO,such as N-substituted formamide,carbamoylstannanes,acid chloride derivation and carbamoylsilane,etc.In this paper,we use six different carbamoylsilanes respectively react with a series of diketones and halogenated aromatics to prepare two different types amides,β-keto-α-hydroxyamide and arylamine.In the first part of this paper,we describe about the research progress of the preparation of amides.In the second part of this paper,we use N,N-dimethylcarbamoylsilane(I),N-methyl-N-methoxymethylcarbamoylsilane(Ⅱ)and N-methyl-N-(2-phenethyl)carbamoylsilane(Ⅲ)react with benzil(1),1-phenyl-1,2-propanedione(2),4-methyl-2,3-phenylpentanedione(3),4-methyl-2,3-(4-methyl)phenylpentanedione(4),4-methyl-2,3-(4-methoxyl)phenylpentanedione(5),2,3-butanedione(6),2,3-pentanedione(7)and 2,3-hexanedione(8),and get N,N-dimethyl-3-keto-2-phenyl-2-siloxyphenylpropionamide(9),N,N-dimethyl-3-keto-2-phenyl-2-siloxybutanamide(10a)and N,N-dimethyl-3-keto-2-methyl-2-siloxyphenylpropionamide(10b),N,N-dimethyl-2-hydroxy-3-keto-5-methyl-2-phenylhexylamide(11),N,N-dimethyl-3-keto-5-methyl-2-(4-methyl)phenyl-2-siloxyhexylamide(12a)and N,Ndimethyl-4-methyl-3-keto-2-siloxy-2-(4-methyl)phenylpentanamide(12b),N,N-dimethyl-3-keto-5-methyl-2-(4-methyl)phenyl-2-siloxyhexylamide(13a)and N,N-dimethyl-4-methyl-2-siloxy-2-(4-methoxyl)benzoylpentanamide(13b),N,N-dimethyl-3-keto-2-methyl-2-siloxybutanamide(14),N,N-dimethyl-3-keto-2-methyl-2-siloxypentanamide(15),N,N-dimethyl-3-keto-2-methyl-2-siloxyhexylamide(16),N-methyl-N-methoxymethyl-3-keto-2-phenyl-2-siloxyphenylpropionamide(17),N-methyl-N-methoxymethyl-3-keto-2-phenyl-2-siloxybutanamide(18a)and N-methyl-N-methoxyl-3-keto-2-methyl-2-siloxyphenylpropionamide(18b),N-methyl-N-methoxymethyl-3-keto-5-methyl-2-phenyl-2-siloxyhexylamide(19),N-methyl-N-methoxymethyl-3-keto-2-methyl-2-siloxybutanamide(20),N-methyl-N-methoxymethyl-3-keto-2-methyl-2-siloxypentanamide(21),N-methylN-methoxymethyl-3-keto-2-methyl-2-siloxyhexylamide(22),N-methyl-N-(2-phenethyl)-3-keto-2-phenyl-2-siloxyphenylpropionamide(23),N-methyl-N-(2-phenethyl)-3-keto-5-methyl-2-phenyl-2-siloxyhexylamide(24).In the third part of this paper,we use N-propyl-N-methoxymethylcarbamoylsilane(IV),N-hexamethyl-N-methoxymethylcarbamoylsilane(V)and N-benzyl-N-methoxymethylcarbamoylsilane(VI)react with bromobenzene,1-bromo-4-methoxylbenzene,4-bromotoluene,1-bromo-4-nitrobenzene,2-chloro-5-trifluoromethylpyridine,then we get Npropyl-N-methoxymethylbenzamide(25),N-propyl-p-methoxylbenzamide(26),N-propylp-methylbenzamide(27),N-propyl-N-methoxymethyl-p-nitrobenzamide(28),N-propylN-methoxymethyl-2-(5-trifluoromethyl)pyridineamide(29),N-cyclohexylbenzamide(30),N-cyclohexyl-p-methoxylbenzamide(31),N-cyclohexyl-p-methylbenzamide(32),Ncyclohexyl-N-methoxymethyl-p-nitro-benzamide(33),N-cyclohexyl-N-methoxymethyl-2-(5-trifluoromethyl)pyridineamide(34),N-benzylbenzamide(35),N-benzyl-p-methoxylbenzamide(36),N-benzyl-p-methylbenzamide(37),N-benzyl-N-methoxymethyl-p-nitrobenzamide(38),N-benzyl-N-methoxymethyl-2-(5-trifluoro-methyl)pyridineamide(39).All of the new compounds were confirmed by the 1H NMR、13C NMR,IR and elemental analysis.According to these studies,we found two new method of synthesis of amides,and prepared two kinds of amides,β-keto-α-hydroxyamide and arylamide,which provides two new methods of synthesis of amides. |
