Electrochemical fluorination of hexahydroazepine, methylpiperidines and methyl 1-hexahydroazepine-acetate: the preparation of F-(1-hexahydroazepine-acetyl fluoride) and its derivatives
作者:Takashi Abe、Sushil K Pandey、Hajime Baba
DOI:10.1016/s0022-1139(00)00302-x
日期:2000.7
fair yield from the fluorination of 3 along with F-[(methylpiperidino)-acetylfluoride] which was formed as a result of the isomerization of 3 during fluorination. In addition, several derivatives of 4 were synthesized. F-(1-iodomethyl-hexahydroazepine) (4a) was prepared by the reaction of 4 with anhydrous LiI. The compound 4 was converted into its potassium salt (4c) via methyl F-(1-hexahydroazepine-acetate)
检验了六氢a庚因(1),甲基哌啶(2)[2-甲基哌啶(2a),3-甲基哌啶(2b),4-甲基哌啶(2c)]和1-六氢a庚啶乙酸甲酯(3)的电化学氟化。的C-N键的裂解广泛发生的氟化仲环胺(1,图2a - Ç),导致只有相应的小收率˚F - (Ñ氟环胺)。F-(1-六氢a庚因-乙酰氟)(4)是由3的氟化与F -[(甲基哌啶子基)-乙酰氟]形成的,以合理的收率获得的,F -[(甲基哌啶子基)-乙酰氟]是氟化过程中3异构化的结果。另外,合成了几种4的衍生物。通过使4与无水LiI反应来制备F-(1-碘甲基-六氢a庚因)(4a)。化合物4通过甲基F-(1-六氢pine庚因-乙酸酯)(4b)转化为其钾盐(4c)),其在存在或不存在乙二醇的情况下热解后分别形成1-二氟甲基-十二氟(六氢hydro庚因)(4d)和F-(3,4,5,6-四氢a庚因)(4e)。F-(1-六氢a庚因-乙酰胺)(4f),F-(1-