An Effective Borate-Mediated Approach to 1-Trifluoromethyl-1-hydroxy-3-ketophosphonates, Phosphinates, and Phosphine Oxides

作者：Chizhov Dmitrii L^*; Vogel Vera; Tverdomed Sergey N; Charushin Valery N; Roeschenthaler Gerd Volker

来源：Synlett, 2011, (12): 1735-1739.

DOI：10.1055/s-0030-1260935

• acyltrifluoroacetones
• phosphonylation
• triethyl borate
• fluorinated phosphonate
• fluorinated phosphinate
• fluorinated phosphine oxides

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.

• 出版日期2011-7