Reactions of tetrafluoroethene oligomers Part XII [1] cycloaddition reactions of 3,3,4,4,4-pentafluoro-2-pentafluoroethyl-2-trifluoromethyldiazobutane. A novel synthesis of pyrazoles
作者:Paul L. Coe、Michael I. Cook
DOI:10.1016/s0022-1139(00)82868-7
日期:1989.12
diazoalkane (1) reacts smoothly with a variety of electron deficient alkenes to give, unexpectedly, the corresponding pyrazole derivatives. Thus, reaction with methyl or ethyl propenoate affords the methyl and ethyl esters of pyrazole-3-carboxylic acid (2) and (3). Reaction with diethyl maleate yields 3,4-bis-(ethoxycarbonyl>pyrazole (4), and dimethyl maleate gives the corresponding dimethyl ester (5). Treatment
标题重氮烷(1)与各种缺电子的烯烃平稳反应,意外地得到相应的吡唑衍生物。因此,与丙酸甲酯或丙酸乙酯反应,得到吡唑-3-羧酸的甲酯和乙酯(2)和(3)。与马来酸二乙酯反应生成3,4-双-(乙氧基羰基>吡唑)(4),马来酸二甲酯得到相应的二甲基酯(5)。用丙烯腈处理(1)得到3-氰基吡唑(6)和丙酸。得到了相应的吡唑-3-羧酸(7),在所有这些反应中,分离出了两个副产物全氟-(3-甲基戊-2-烯)(8)和3H-3-三氟甲基十氟戊烷(9)。给出了这些异常和潜在有用反应的理由。