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乙酰基取代的酮和酚酮化合物与芳醛缩合反应的研究

Study on Synthesis and Reactions of Acetyl substituted Troponoids With Aromatic Aldehyde
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摘要 为寻找具有生理活性的Troponoids,选择 3 乙酰基酚酮 1和2 乙酰基 7 甲胺基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酚酮 2和 3 (3,4 亚甲二氧基 )肉桂酰基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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~ 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.
出处 《北京大学学报(自然科学版)》 CAS CSCD 北大核心 2001年第2期205-209,共5页 Acta Scientiarum Naturalium Universitatis Pekinensis
基金 辽宁省自然科学基金资助项目 !(972 0 0 4)
关键词 3-乙酰基Zhuo酚酮 2-乙酰基-7-甲胺基Zhuo酮 缩杂环Zhuo酮化合物 芳香醛 缩合反应 成环反应 acetyltropolone 2 acetyl 7 methylaminotropone condensation heterocycle fused troponoids aormatic aldehydes synthesis
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参考文献14

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