Electrochemical fluorination of several methyl and/or ethyl esters of morpholino-substituted carboxylic acids
作者:Takashi Abe、Hajime Baba、Kunio Okuhara、Haruhiko Fukaya
DOI:10.1016/s0022-1139(01)00443-2
日期:2001.10
by the α-bond cleavage of the carboxylic acid and also by the kind of alkyl group of the carboxylic acid (the latter offering the possibility of cyclization side reactions). Perfluorooxolanes were formed as a major cyclization by-product from the ECF of morpholino-substituted carboxylic acids when the chain length of the alkyl group of the carboxylic acids had a carbon number of three or more and the
羧酸七甲基和/或乙基酯(CH 2 CH 2 C(O)OET,CH 2 CH 2 CH 2 C(O)OME,CH 2 CH 2 CH 2 C(O)OET,CH (C 2 H ^ 5)C(O)OME,CH(ñ -C 3 ħ 7)C(O)OME,CH 2 CH 2 CH 2 CH 2 C(O)中OEt和CH 2 CH 2 CH 2通道2通道2将具有吗啉代基团的C(O)OEt进行电化学氟化(ECF)。在ECF上,以中等至良好的收率获得了带有全氟吗啉代基团的相应全氟酸氟化物。含有目标全氟吗啉代全氟酸氟化物的产率受羧酸的α键裂解以及羧酸烷基的种类的影响(后者提供环化副反应的可能性)。当羧酸烷基的链长为3以上时,吗啉代羧酸的ECF形成全氟氧杂环戊烷作为主要的环化副产物。一种允许环化的方法。当将羧酸的乙基酯进行ECF时,全氟二氧戊环仅以很小的收率作为特定的环化产物获得。描述了所产生的具有