三氟甲磺酸催化的2,3'-二吲哚衍生物的合成
收稿日期: 2018-03-23
修回日期: 2018-05-03
网络出版日期: 2018-05-14
基金资助
国家自然科学基金（No.21672048）、浙江省自然科学基金（No.LY18B020015）资助项目.
Synthesis of 2,3'-Bisindole Derivatives Catalyzed by TfOH
Received date: 2018-03-23
Revised date: 2018-05-03
Online published: 2018-05-14
Supported by
Project supported by the National Natural Science Foundation of China (No. 21672048), the Natural Science Foundation of Zhejiang Province (No. LY18B020015).
报道了一种三氟甲磺酸催化下3-取代吲哚与（1H-2-吲哚基）二芳基甲醇的加成反应合成具有潜在生物活性2，3'-二吲哚衍生物的新方法.在最优化的反应条件下，以中等到高的产率得到了目标产物，且反应具有条件温和、操作简单、底物适用范围广等优点.同时，2-呋喃基二苯基甲醇也能够适用于反应当中，以较好的产率生成2-呋喃取代的吲哚衍生物.
关键词： 加成反应; 合成方法; 2,3'-二吲哚衍生物; 2-吲哚基二芳基甲醇; 三氟甲磺酸
章吕烨, 吴彬强, 陈张涛, 胡锦锦, 曾晓飞, 钟国富 . 三氟甲磺酸催化的2,3'-二吲哚衍生物的合成[J]. 有机化学, 2018 , 38(8) : 2028 -2035 . DOI: 10.6023/cjoc201803036
A highly efficient TfOH-catalyzed addition of C3-substituted indole derivatives with (1H-indol-2-yl)diphenyl-methanols has been established, leading to the synthesis of a series of potentially bioactive 2,3'-bisindols in moderate to high yields (48%~89%) and with broad substrate scope under mild conditions. In addition, the furan-2-yldiphenylmethanol could also be applied in the reaction and afforded 2-(5-benzhydrylfuran-2-yl)-1H-indole in good yield.
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[16] CCDC:1831743; C37H36BrN3O3; (Mr) 650.60; monoclinic; a=30.9350(19) Å, b=15.8900(8) Å, c=20.1310(10) Å, α=90.00°, β=128.7120(10)°, γ=90.00°, Dm=1.119 g/cm3, Dc=1.099 g/cm3; 2; F(000)=2704, μ=3.127, space group P-1(no. 2)
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