Electrochemical fluorination of N-containing carboxylic acids Part 5. Fluorination of the methyl esters of cis-2,6-dimethylmorpholino-group substituted carboxylic acids
作者:Takashi Abe、Haruhiko Fukaya、Taizo Ono、Eiji Hayashi、Irina Soloshonok、Kunio Okuhara
DOI:10.1016/s0022-1139(97)00145-0
日期:1998.2
Cis-2,6-dimethylmorpholine and its derivatives having an ester group were subjected to electrochemical fluorination. The electrochemical fluorination of cis-2,6-dimethylmorpholine afforded only a small quantity of F-(N-fluoro-2,6-dimethyl-morpholine), whereas the N-(methoxycarbonylalkyl)-substituted cis-2,6-dimethyl-morpholines gave the corresponding F-acid fluorides in fair yields. Cis-and trans-isomerization
对顺式-2,6-二甲基吗啉及其具有酯基的衍生物进行电化学氟化。顺式-2,6-二甲基吗啉的电化学氟化仅产生少量的F-(N-氟-2,6-二甲基-吗啉),而N-(甲氧羰基烷基)-取代的顺式-2,6-二甲基-吗啉吗啉以合理的收率得到了相应的F-酸性氟化物。通过对纯顺式-2,6-二甲基吗啉进行电化学氟化,在吗啉环的两个甲基取代基上进行顺式和反式异构化,生成1:0.25-0.5的顺式混合物-和具有F -2,6-二甲基吗啉代部分的反式异构体。在顺式-2,6-二甲基吗啉代乙酸甲酯的氟化中,作为副产物证实了七元扩环产物的形成。介绍了新的含氮F-羧酸的光谱数据以及物理性质。