【正文】
nzyl chloride 8。 pfluorobenzylchloride 10。 mchlorobenzylchloride 12。 ocyanbenzylchloride 14。 pcyanbenzylchloride 16。 mmethylbenzylchloride 18。 pmethoxylbenzylchloride 20。 3,4dichlorobenzylchloride 22。 pnitrylbenzylchloride 24。 cinnamylchloride 26。 pnitrylbenzylchloride 24。 (2fluoro)NmethylN(methoxymethyl)benzethylamide 29。 (2chloro)NmethylN(methoxymethyl)benzethylamide 31。 (4chloro)NmethylN(methoxymethyl)benzethylamide 33。 (3cyan)NmethylN(methoxymethyl)benzethylamide 35。 (2methyl)NmethylN(methoxymethyl)benzethylamide 37。 (4methyl)NmethylN(methoxymethyl)benzethylamide 39。 (2,4dichloro)NmethylN(methoxymethyl)benzethylamide 41。 4benzethyl3butenylNmethylN(methoxymethyl)benztertiaryamide 46。 [(Ph)3P]2PdCl2 (ii) enhances even the reaction of the electronwithdrawing Group on the benzene ring of reactivity。s response. From the experimental results, we will find: when the electronpushing on the benzene ring, reactivity increases。 When on the benzene ring orthosubstituent is attached, reactivity incresses。 ofluorobenzylchloride 9。 ochlorobenzylchloride 11。 pchlorobenzylchloride 13。 mcyanbenzylchloride 15。 omethylbenzylchloride 17。 pmethylbenzylchloride 19。 2,4dichlorobenzylchloride 21。 2,6dichlorobenzylchloride 23。 chlorodiphenylmethane 25。 1(chloromethyl)naphthalene 27 in the presence of tetrakis(triphenylphosphine)palladium(0). Among these reaction 2,6dichlorobenzylchloride 23。 VII 山西師范大學(xué)學(xué)位論文 chlorodiphenylmethane 25 do not act, other products are NmethylN(2benzethyl)benzethylamide 49。 (4fluoro)NmethylN(2benzethyl)benzethylamide 51。 (3chloro)NmethylN(2benzethyl)benzethylamide 53。 (2cyan)NmethylN(2benzethyl)benzethylamide 55。 (4cyan)NmethylN(2benzethyl)benzethylamide 57。 (3methyl)NmethylN(2benzethyl)benzethylamide 59。 (4methoxyl)NmethylN(2benzethyl) benzethylamide 61。 (3,4dichloro)NmethylN(2benzethyl)benzethylamide 63。 1naphthaleneNmethylN(2benzethyl)benztertiaryamide 68. Results of this series of reactions are similar to previous experiments, but there are some differences: when on the benzene ring connected with electron withdrawing groups such as halogens, cyanogen radicals have a longer reaction time and yield decreased。 when there are two substituents on the benzene ring, reactivity is restraint, even not react. In a word, through this research, 17 secondary amide p VIII Absteact ounds and 17 tertiary amide pounds are synthesized. Established a new method of synthesis of tertiary amides which under the palladium catalyst, two kinds of carbamoylsilane carboncarbon crosscoupling reaction with benzyl halides generated secondary amides. 【 Key Words】 carbamoylsilane Benzylic halides arylbenzamide Palladiumcatalyzed 【 Type of Thesis】 Basal Research IX 山西師范大學(xué)學(xué)位論文 X 目錄 目錄 1 酰胺的合成進(jìn)展 .......................................................................................................... 1 堿催化烷基酯或芳基酯的直接氨解反應(yīng) ........................................................................ 1 金屬催化醛與胺的氧化酰胺化反應(yīng) ................................................................................ 2 金屬催化疊氮化合物偶聯(lián)反應(yīng) ........................................................................................ 2 異腈與羧酸的偶聯(lián)反應(yīng) .................................................................................................... 2 有機(jī)催化劑催化進(jìn)行貝克曼重排反應(yīng) ............................................................................ 3 生物酶催化酰胺化反應(yīng) .................................................................................................... 3 催化氨羰基化反應(yīng) ............................................................................................................ 3 氨甲酰基硅烷的交叉偶聯(lián)反應(yīng) ........................................................................................ 4 2 氨甲?;柰榈暮铣裳芯窟M(jìn)展 .......................................................................... 9 氨甲?;柰榈暮铣商剿?................................................................................................ 9 3 N甲基 N甲氧甲基三甲基氨甲?;柰榕c芐基鹵化物在鈀試 劑作用下的交叉偶聯(lián)反應(yīng)研究 .................................................................... 13 氨甲?;柰榈暮铣?...................................................................................................... 13 N甲基 N甲氧甲基三甲基氨甲?;柰榕c芐基鹵化物在鈀試劑作用下交叉偶聯(lián) 反應(yīng)的研究 ................................................................................................................. 14 小結(jié) .................................................................................................................................. 28 4 N甲基 N(2苯乙基 )氨甲?;谆柰榕c芐基鹵化物在鈀 試劑作用下的交叉偶聯(lián)反應(yīng)研究 ............................................................... 31 N甲基 N(2苯乙基 )氨甲酰基三甲基硅烷與芐基鹵化物在鈀試劑作用下交叉偶 聯(lián)反應(yīng)的研究 ........................................................................................................... 31 實(shí)驗(yàn)結(jié)果及討論 .............................................................................................................. 39 小結(jié) .................................................................................................................................. 40 5. 實(shí)驗(yàn)部分 ....................................................................................................................... 41 所用儀器 .......................................................................................................................... 41 XI 山西師范大學(xué)學(xué)位論文