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Regioselective synthesis of 6-trifluoromethyl-1,4,5,6-tetrahydropyrazolo[3,4-b]pyran derivatives
Journal of Fluorine Chemistry ( IF 1.7 ) Pub Date : 2007 , DOI: 10.1016/j.jfluchem.2007.04.004
Dongmei Li , Liping Song , Shaodi Song , Shizheng Zhu

A facile two-step procedure for the synthesis of 6-(trifluoromethyl)-1,4,5,6-tetrahydropyrazolo[3,4-b]pyran derivatives (4) from the reaction of 4-arylidene-3-methyl-1-phenyl-5-pyrazolones (1) with ethyl trifluoroacetoacetate (2), a versatile fluorinated building-block, was presented. Furthermore, to increase the efficiency of this reaction, the more convenient one-pot three-component process was also developed with a slightly lower yield. Treatment of 4 with P2O5, conc. H2SO4, POCl3/Py or p-TsOH under the drastic conditions did not afford the corresponding dehydrated products.

中文翻译:

区域选择性合成6-三氟甲基-1,4,5,6-四氢吡唑并[3,4- b ]吡喃衍生物

从4-亚芳基-3-甲基-1的反应合成6-(三氟甲基)-1,4,5,6-四氢吡唑并[3,4- b ]吡喃衍生物(4)的简便两步程序提出了具有多功能氟代砌块的三氟乙酰乙酸乙酯(2)的-苯基-5-吡唑啉酮(1)。此外,为了提高该反应的效率,还开发了一种更方便的单锅三组分方法,其收率略低。用P 2 O 5处理4,浓缩。H 2 SO 4,POCl 3 / Py或p在剧烈条件下的-TsOH没有得到相应的脱水产物。
更新日期:2017-01-31
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