乙酰基取代的酮和酚酮化合物与芳醛缩合反应的研究

为寻找具有生理活性的Troponoids，选择3-乙酰基NFDA1酚酮1和2-乙酰基-7-甲胺基NFDA1酮6与3，4，5-三甲氧基苯甲醛等取代醛反应得到缩合产物2～5，7～9；缩合产物3-(3，4，5-三甲氧基)肉桂酰基NFDA1酚酮2和3-(3，4-亚甲二氧基)肉桂酰基NFDA1酚酮4与羟氨和苯肼进行缩合成环得到苯乙烯基取代的缩杂环NFDA1酮化合物10～13；化合物1与3，4，5-三甲氧基苯甲醛在原甲酸三乙酯和高氯酸存在下反应一步得到2-(3，4，5-三甲氧基)苯基-4，9-二氢环庚并吡喃-4，9-二酮14。以上化合物2～5，7～14的结构经光谱分析和元素分析予以证实。

Study on Synthesis and Reactions of Acetyl-substituted Troponoids With Aromatic Aldehyde

3-Acetyltropolone 1 reacted with 3,4,5-trimethoxybenzaldehyde,4-hydroxy-3,5-dimethoxyben-zaldehyde,piperonal and cinnamadehyde to afford respectively 3-(3,4,5-trimethoxy)cinnamoyltropolone 2,3-(4-hydroxy-3,5-dimethoxy)cinnamoyltropolone 3,3-(3,4-methylenedioxy)cinnamoyltropolone 4 and 3-(5-phenyl-2,4-pentadieneyl)tropolone 5.2-acetyl-7-methylaminotropolone 6 reacted with 3,4,5-trimethoxybenzaldehyde,4-hydroxy-3,5-dimethoxybenzaldehyde and 4-hydroxy-3,4-dibromobenzalde-hyde to give 2-styrylsubstituted-7-methylaminotropolones 7,8,9.Compounds 2,4 reacted with hydroxylamine to give 3-(3,4,5-trimethoxy)styryl-8H-cyclohept［d］isoxazol-8-one 10 and 3-(3,4-methylenedioxy)styryl-8H-cyclohept［d］isoxazol-8-one 11.The reactions of 2,4 with phenylhydrazine gave 1-phenyl-3-(3,4,5-trimethoxy)styryl-1,8-dihydrocycloheptapyrazol-8-one 12 and 1-phenyl-3-(3,4-methylenedioxy)styryl-1,8-dihydrocyclo-heptapyrazol-8-one 13.Compound 1 reacted with 3,4,5-trimethoxybenzaldehyde in the presence of ethyl orthoformate and perchloric acid to afford 2-(3,4,5-trimethoxyphenyl)-4,9-dihydrocyclohepta ［b］pyran-4,9-dione 14.The structures of compounds 2～5,7～14 were confirmed by spectral data and elemental analysis.