论文部分内容阅读
在溴和8-甲氧基呋喃并[3′,2′∶6,7]香豆素(1,8-MOP)及NBS与1的反应中发现,溴首先在C_5取代,其次加到C_(4′,5′)双键上,最后加到C_(3,4)双键上,得到新化合物3,4,5,4′,5′-五溴-3,4,4′,5′-四氢-8-MOP(4).比较了1和香豆素对NBS反应的活性,发现NBS对香豆素不发生加成反应.这是由于1中的甲氧基和呋哺环使其对亲电试剂的反应活性比香豆素高,并由~(13)C核磁共振谱的C_3化学位移及这两个化合物中各双键的可极化率得到证实.4与二乙胺和吡啶的消除反应分别得到新化合物5和6.
In the reaction of bromine with 8-methoxyfuro [3 ’, 2’: 6,7] coumarin (1,8-MOP) and NBS with 1, bromine was first substituted with C_5 and then with C_ (4 ’, 5’) double bond, and finally added to the C_ (3,4) double bond to obtain the new compounds 3,4,5,4 ’, 5’-Penta-3,4,4’, 5 ’-tetrahydro-8-MOP (4). Comparing the activity of 1 and coumarin on NBS reaction, it was found that NBS did not undergo addition reaction with coumarin due to the methoxy and furfural Its reactivity to electrophile was higher than that of coumarin and was confirmed by C_3 chemical shifts of ~ (13) C nuclear magnetic resonance spectrum and the polarizability of each double bond in these two compounds.4 Compared with diethylamine The elimination reaction with pyridine gave new compounds 5 and 6, respectively.