Abstract: 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 ethylorthoformate 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.

Key words: 3-acetyltropolone, 2-acetyl-7-methylaminotropone, condensation, heterocycle fused troponoids, aormatic aldehydes, synthesis

摘要： 为寻找具有生理活性的Troponoids，选择3-乙酰基卓酚酮1和2-乙酰基-7-甲胺基卓酮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)肉桂酰基卓酚酮2和3-(3，4-亚甲二氧基)肉桂酰基卓酚酮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卓酮化合物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。

关键词: 3-乙酰基卓酚酮, 2-乙酰基-7-甲胺基卓酮, 缩杂环卓酮化合物, 芳香醛, 合成