An Effective Borate-Mediated Approach to 1-Trifluoromethyl-1-hydroxy-3-ketophosphonates, Phosphinates, and Phosphine Oxides
An Effective Borate-Mediated Approach to 1-Trifluoromethyl-1-hydroxy-3-ketophosphonates, Phosphinates, and Phosphine Oxides
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一种有效的硼酸盐介导的 1-三氟甲基-1-羟基-3-酮膦酸盐、次膦酸盐和氧化膦方法
DOI：
10.1055/s-0030-1260935
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发表时间：
2011
期刊：
影响因子：
--
通讯作者：
G. Röschenthaler
中科院分区：
文献类型：
--
作者：
D. L. Chizhov;V. Vogel;S. Tverdomed;V. Charushin;G. Röschenthaler
在硼酸三乙酯存在下，酰基三氟丙酮分别与亚磷酸二乙酯、（甲基）亚膦酸乙酯、（苯基）亚膦酸乙酯和二苯基氧化膦直接膦化，得到1-三氟甲基-1-羟基-3-氧代膦酸乙酯、相关的（甲基）次膦酸酯和（苯基）次膦酸酯以及氧化膦。所选择的膦酸酯和次膦酸酯的随后脱水顺利进行，以良好的产率提供先前未知的1，2-不饱和1-三氟甲基-3-氧代膦酸二乙酯、1-三氟甲基-3-氧代（甲基）-和1-三氟甲基-3-氧代（苯基）次膦酸乙酯。
Ethyl 1-trifluoromethyl-1-hydroxy-3-oxo-phosphonates, the related (methyl)phosphinates and (phenyl)phosphinates, and phosphine oxides were obtained in good yield via direct phosphonylation of acyltrifluoroacetones with diethyl phosphite, ethyl (methyl)phosphonite, ethyl (phenyl)phosphonite, and diphenylphosphine oxide in the presence of triethyl borate. The subsequent dehydration of the selected phosphonates and phosphinates proceeds smoothly affording previously unknown diethyl 1,2-unsaturated 1-trifluoromethyl-3-oxophosphonates, ethyl 1-trifluoromethyl-3-oxo(methyl)-, and ethyl 1-trifluoromethyl-3-oxo(phenyl) phosphinates in good yields.