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吲唑类化合物合成新方法的研究(Ⅰ)

Studies on the New Method for Syntheses of IH-Indazoles ( Ⅰ )

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【作者】 钟振起徐潼生陈小耐邱玉珠胡宏纹

【Author】 ZHONG Zhen-Qi , XU Tong-Sheng (Department of Organic Chemistry, Henan Medical University, Zhengzhou, 450052)CHEN Xiao-Nai QIUYu-Zhu, HU Hong-Wen(Tumor Institute of Henan Medical University) (Department of Chemistrty, Nanjing University)

【机构】 河南医科大学有机化学教研室河南医科大学肿瘤研究所南京大学化学系南京大学化学系 郑州 450052郑州 450052

【摘要】 本文研究了2,6-二烷氧基苯乙酮腙在多聚磷酸(PPA)存在下受热脱去一分子醇环化生成3-甲基-4-烷氧基吲唑的合成反应.并研究了水杨醛、邻甲氧基苯甲醛、2,4-二羟基苯甲醛以及邻羟基苯乙酮、2-羟基-3,5-二甲基苯乙酮腙在PPA存在下的受热反应过程.

【Abstract】 In this paper, we put forward a new and convenient method for the synthesis of 1H-indazoles. In the presence of PPA, the cyclization of a series of 2,6-dialkoxyl (or hydroxy)ace-tophenone hydrazones(2a-f) gave 3-methyl-4-alkoxyl ((?) hydroxy)-1H-indazoles (3a-f). This new method offers several advantages: easy access of the reagents, reasonable yield and short reaction time. We also studied its applied range. The application of this method to 2-methoxy-4,6-dimethylacetophenone hydrazone (2g) gave 3, 4,6-trimethyl-1H-indazole (3g). But the application of it to salicyaldehyde, o-methoxybenzaldehyde, 2,4-dihydroxybenzaldehyde or o-hydroxy-acetophenone, 2-hydroxy-3, 5-dimethylacetophenone hydrazones (2h-l) could not bring about ring closure, resulted in the formation of the corresponding azines (3h-l) in excellent yields.

【关键词】 多聚磷酸吲唑吖嗪
【Key words】 HydrazonePPAIndazoleAzine
【基金】 国家自然科学基金
  • 【文献出处】 高等学校化学学报 ,Chemical Research In Chinese Universities , 编辑部邮箱 ,1993年08期
  • 【被引频次】6
  • 【下载频次】245
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