【摘要】 以α-蒎烯为原料,在质子酸催化下发生重排得到α-萜品烯,再与马来酸酐发生Diels-Alder环加成反应得到α-萜品烯马来酸酐加成物3,然后与乙二胺反应制备N-氨乙基萜品烯马来酰亚胺4。在三乙胺(TEA)催化下,4与各种取代苯甲酰氯发生N-酰化反应,合成得到11个新型N-氨乙基萜品烯马来酰亚胺基酰胺化合物5a~5k。初步探索了合成条件,并利用1H-NMR、13C NMR、FT-IR、ESI-MS、UV-vis和元素分析等多种手段对目标产物作了分析和表征。初步的生物活性测试表明,目标化合物具有一定的杀菌活性,其中3-甲基苯基-N-氨乙基萜品烯马来酰亚胺基酰胺5g在50μg·m L-1浓度下对苹果轮纹病菌的抑制率达63.6%。更多还原

【Abstract】 α-Pinene was converted into α-terpinene by rearrangement in the presence of a protonic acid, followed by Diels-Alder cycloaddtion reaction of α-terpinene with maleic anhydride to obtain α-terpinene-maleic anhydride adduct. Then, N-aminoethyl-terpinene-maleimide was prepared by reacting α-terpinene-maleic anhydride adduct with ethylenediamine. Eleven novel N-aminoethyl-terpinene-maleimide-based amides, referred as 5a~5k, were synthesized by the N-acylation reaction with substituted benzoyl chlorides under catalysis of triethylamine. The synthetic conditions were investigated preliminarily. The target compounds were analyzed and characterized by 1H-NMR, 13 C NMR, FT-IR, ESI-MS, UV-vis, and elemental analysis techniques. The preliminary bioactivity measurements showed that the target compounds exhibited a certain fungicidal activity. The compound 3-methylphenyl-N-aminoethyl-terpinene-maleimide-based amide, referred as 5g, had an inhibition rate of 63.6% against Physalospora piricola at a concentration of 50 μg·m L-1.更多还原