Synthesis of 2-(1-Azulenyl)ethanamine Derivatives by Aminoethylation of Azulenes with Aziridines
作者:Shinji Kurokawa、Arthur G. Anderson, Jr.
DOI:10.1246/bcsj.56.2059
日期:1983.7
Azulene analogs of biological active amines were synthesized. Reaction of azulene or guaiazulene with 1-butanoylaziridine or with 1-butanoyl-2-methylaziridine in the presence of Lewis acid catalyst formed the corresponding N-butanoyl-1-(1-azulenyl)-, N-butanoyl-2-(1-azulenyl)-, and N-butanoyl-2-(1-guaiazulenyl) derivatives of ethanamine, or 1-propanamine, or of 2-propanamine, respectively (5–9). Reaction
合成了生物活性胺的 Azulene 类似物。在路易斯酸催化剂存在下,芘或愈创甘油醚与 1-丁酰氮丙啶或 1-丁酰-2-甲基氮丙啶反应形成相应的 N-丁酰-1-(1-azulenyl)-、N-丁酰-2-(1- azulenyl)- 和 N-butanoyl-2-(1-guaiazulenyl) 衍生物,分别是乙胺或 1-丙胺或 2-丙胺 (5-9)。愈创甘油醚与 2-甲基-,或 1,1-二甲基氮丙啶鎓,或与 1,1,2,2-四甲基氮丙啶鎓离子反应得到相应的乙胺的 1-(1-愈创甘油醚基)-和 2-(1-愈创甘油醚基) 衍生物,或 1-丙胺,或 2-丙胺。乙胺的 2-(1-Azulenyl)- 和 2-(4,6,8-trimethyl-1-azulenyl) 衍生物也可以通过 1,1-diethylaziridinium 离子对 azulene 或 4,6,8- 的作用获得三甲基芴。化合物 5、6、