高等学校化学学报 ›› 1992, Vol. 13 ›› Issue (8): 1071.
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李良助, 赵志刚, 袁晋芳, 高大力
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LI Liang-Zhu, ZHAO Zhi-Gang, YUAN Jin-Fang, GAO Da-Li
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摘要: 苯基锂、2-甲氧基苯基锂和2,4-二甲氧基苯基锂分别与肉桂酸反应以相当好的收率生成相应的查尔酮;2,6-二甲氧基苯基锂与肉桂酸不发生反应,但能与肉桂酸甲酯反应生成2',6'-二甲氧基查尔酮;类似的还制得了2',4',6'-三甲氧基查尔酮和2',4',4,6'-四甲氧基查尔酮.2,4-二甲氧基苯基锂和2,4,6-三甲氧基苯基锂也能与γ-丁酸内酯反应分别生成γ-羟丙基-(2,4-二甲氧基苯基)酮和γ-羟丙基-(2,4,6-三甲氧基苯基)酮.没发现三级醇生成.
关键词: 查尔酮的合成, 芳基锂, 肉桂酸, &gamma, -丁酸内酯
Abstract: The phenyl lithium,2-methoxyphenyl lithium and 2,4-dimethoxyphenyl lithium reacted with the cinnamic acid to produce a corresponding chalcone in a good yield respectively,2,6-Dimethoxyphenyl lithium could not react with cinnamic acid,but reacted with methyl cinna-mate to produce 2',6'-dimethoxychalcone.Similarly,2',4',6'-trimethoxychalcone and 2',4',4,6'-tetramethoxychalcone were produceed in the same manner.2,4-Dimethoxyphenyl lithium and 2,4,6-trirnethoxyphenyl lithium can also react with 7-butyrolactone to produce 7-hydroxypropyl (2,4-dimethoxyphenyl) ketone and γ-hydroxypropyi (2,4,6-trimethoxyphenyl)ketone respectively.It is not found that the tertiary alcohol was formed in the cases.
Key words: Synthesis of chalcone, Lithium arylide, Csnnamic acid, γ-ButyroIactone
TrendMD:
李良助, 赵志刚, 袁晋芳, 高大力. 应用芳基锂合成查尔酮. 高等学校化学学报, 1992, 13(8): 1071.
LI Liang-Zhu, ZHAO Zhi-Gang, YUAN Jin-Fang, GAO Da-Li . Synthesis of Chal cones via Lithium Arylides. Chem. J. Chinese Universities, 1992, 13(8): 1071.
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http://www.cjcu.jlu.edu.cn/CN/Y1992/V13/I8/1071