The Preparation of 1,3-Diamino-2,4-diphenylcyclobutane and Related Compounds from α-Truxillic Acid
The Preparation of 1,3-Diamino-2,4-diphenylcyclobutane and Related Compounds from α-Truxillic Acid
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由α-特鲁昔酸制备1,3-二氨基-2,4-二苯基环丁烷及相关化合物
DOI：
10.1021/ja01604a029
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发表时间：
1956
期刊：
影响因子：
--
通讯作者：
H. Dunathan
中科院分区：
文献类型：
--
作者：
E. H. White;H. Dunathan
肉桂酸光二聚化制得-松香酸，通过Curtius反应转化为1,3 -二氨基- 2,4 -二苯基环丁烷(V)。该胺的二乙酰衍生物脱水生成二异喹啉环丁烷VII。发现后一种化合物在约185℃下解离成1-甲基异喹啉。本文报道了脂肪胺脱胺研究所需的1,3 -二氨基- 2,4 -二苯基环丁烷(V)的合成。图1概述了从-truxillic acid2 (I)合成二胺V的过程。虽然一些与truxillic acid相关的化合物已经转化为相应的单氨基环丁烷羧酸，但之前没有一个化合物转化为二氨基环丁烷衍生物。
-Truxillic acid, prepared by the photodimerization of cinnamic acid, was converted into l, 3-diamino-2, 4-diphenylcyclobutane (V) by means of the Curtius reaction. The diacetyl derivative of this amine was dehydrated to form the diisoquinolinocyclobutane VII. The latter compound was found to dissociate into 1-methylisoquinoline at a temperature of ca. 185.The synthesis of l, 3-diamino-2, 4-diphenylcyclobutane (V), required for a study of the deamination of aliphatic amines, 1 is reported in this paper. The synthesis of this diamine V from-truxillic acid2 (I) is outlined in Chart I. Although a number of compounds related to-truxillic acid have been converted into the respective monoaminocyclobutanecarboxylic acids, 3 none have previously been converted into diaminocyclobutane derivatives.