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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】 腙; 多聚磷酸; 吲唑; 吖嗪;
【Key words】 Hydrazone; PPA; Indazole; Azine;
【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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