The preparation and thermolysis reactions of allyl 3,4,5,6,7,8- hexafluoroquinolin-2-yl ether, allyl 2,3,5,6,7,8- hexafluoroquinolin-4-yl ether and allyl 3,4,5,6,7,8- hexafluoroisoquinolin-1-yl ether.
作者:G.M. Brooke、I.M. Eggleston、F.A. Hale
DOI:10.1016/s0022-1139(00)81077-5
日期:1988.3
Sodium allyl oxide reacted with 2,3,4,5,6,7,8-heptafluoroquinoline to give allyl 3,4,5,6,7,8-hexafluoroquinolin-2-yl ether (7) and allyl 2,3,5,6,7,8-hexafluoroquinolin-4-yl ether (8) in the ratio 3.4:1 respectively, and with 1,3,4,5,6,7,8-heptafluoroisoquinoline to give allyl 3,4,5,6,7,8-hexafluoroisoquinolin- 1- yl ether (9). Thermolyses of (7) and (9) in tetralin at 212°C gave the Claisen rearrangement
烯丙基氧化钠与2,3,4,5,6,7,8-七氟喹啉反应生成烯丙基3,4,5,6,7,8-六氟喹啉-2-基醚(7)和烯丙基2,3, 5,6,7,8-六氟喹啉-4-基醚(8)分别以3.4:1的比例与1,3,4,5,6,7,8-七氟异喹啉一起生成烯丙基3,4,5 ,6,7,8-六氟异喹啉-1-基醚(9)。在212°C的四氢化萘中对(7)和(9)进行热解,在超过48小时的缓慢反应中获得了Claisen重排产物(10)和(12),其中氮是迁移的终点,而(8)的异构化为(11)中的碳是迁移的终点,在147.5°C下2.5小时内完成。化合物(11)非常容易水解,与未干燥的甲苯一起得到含有半分子溶剂甲苯的二酮(13)。