Synthesis and the reactions of trifluoromethylated 1,2,3-triketones 2-(het)arylhydrazones and 4,7-dihydroazolo[5,1-c]triazines
作者:O.G. Khudina、E.V. Shchegol’kov、Ya.V. Burgart、M.I. Kodess、O.N. Kazheva、A.N. Chekhlov、G.V. Shilov、O.A. Dyachenko、V.I. Saloutin、O.N. Chupakhin
DOI:10.1016/j.jfluchem.2005.06.001
日期:2005.8
1-c]triazines react regio-selectively with methyl hydrazine and phenyl hydrazine to form 3-CF3-pyrazoles. The long-range coupling constants (JF-H) of 1-methylpyrazoles and the chemical shifts of trifluoromethyl groups in the 19F NMR spectra can be used for the determination of regio-isomeric structures of mono(trifluoromethyl)-substituted pyrazoles. 2-(Het)arylhydrazones and 4,7-dihydroazolo[5,1-c]triazines
三氟甲基化的1,3-二酮与氯化(杂)芳基重氮偶合,主要导致形成1,2,3-三酮2-(杂)芳基azo,同时在杂环的α-位使用带有NH-基的杂芳胺因为重氮组分由于在三氟乙酰基片段上的环化作用而产生了4,7-二氢偶氮[5,1- c ]三嗪。三氟甲基化的1,2,3-三酮2-(杂)芳基hydr和7-羟基-4,7-二氢偶氮[5,1- c ]三嗪区域选择性地与甲基肼和苯基肼反应形成3-CF 3-吡唑。1-甲基吡唑的长程耦合常数(J F-H)和19中三氟甲基的化学位移F NMR光谱可用于确定单(三氟甲基)取代的吡唑的区域异构结构。具有两个三氟甲基取代基的2-(Het)芳基hydr和4,7-二氢唑并[5,1- c ]三嗪在与肼的反应中提供顺式和反式-偶氮吡唑的混合物。