磷酸二苯酯催化的2-吲哚甲烷胺衍生物的合成

Synthesis of 2-indolyl methanamine derivatives catalyzed by diphenyl phosphate

摘要:

以磷酸二苯酯为催化剂，3-甲基吲哚类化合物与亚胺通过Friedel-Crafts加成反应一步合成了具有广泛药理活性的2-吲哚基甲烷胺类化合物，对反应条件进行优化。结果表明，当n(3-甲基吲哚类)∶n(亚胺)∶n(磷酸二苯酯)=1.0∶2.0∶0.1，其中，磷酸二苯酯0.0025 mmol，1 mL无水二氯甲烷作溶剂，室温下反应0.5 h时，即可得到高收率2-吲哚基甲烷胺类衍生物（85%~90%）。产物经 1HNMR、13CNMR 和 HRMS 进行了结构确定。

Abstract:

Friedel-Crafts reaction of 3-methylindoles and imines catalyzed by diphenyl phosphate can be used to synthesize 2-indolyl methanamines in one step, which has a wide range of pharmacological activities. The reaction conditions were optimized and the optimal reaction conditions were obtained as follows: n (3-methylindoles) ∶ n (imines) ∶ n（diphenyl phosphate） = 1.0 : 2.0∶0.1, the amount diphenyl phosphate is 0.0025 mmol, 1 mL anhydrous dichloromethane as solvent, room temperature, reaction time 0.5 h. 2-indolyl methanamine derivatives can be obtained in good yields (85~90%). The structures of the products were confirmed by 1HNMR, 13CNMR and HRMS.