FeCl3催化的α-羟基二硫缩烯酮与吲哚的Friedel-Crafts烷基化反应
收稿日期: 2015-02-06
修回日期: 2015-03-15
网络出版日期: 2015-03-19
基金资助
国家自然科学基金(No. 20272008)、鞍山市科技基金(No. 2014KJ05)和鞍山师范学院科技基金(No. 12kyxm05)资助项目.
FeCl3-Catalyzed Friedel-Crafts Alkylation of α-Hydroxy Ketene Dithioacetals with Indoles
Received date: 2015-02-06
Revised date: 2015-03-15
Online published: 2015-03-19
Supported by
Project supported by the National Natural Science Foundation of China (No. 20272008), the Science Technology Foundation of Anshan City (No. 2014KJ05) and the Science Technology Foundation of Anshan Normal University (No. 12kyxm05).
探讨了价廉易得、环境友好和无毒性的FeCl3催化的α-羟基二硫缩烯酮与吲哚的Friedel-Crafts烷基化反应. 研究表明, 在室温(25 ℃)条件下CH2Cl2中, 在2.5 mol% FeCl3存在下, α-羟基二硫缩烯酮与吲哚及1-或2-位取代吲哚能有效进行Friedel-Crafts烷基化反应, 高产率合成α-吲哚基二硫缩烯酮. 该反应具有催化剂经济易得、用量少、反应条件温和、环境友好和操作简单等优点.
关键词： 氯化铁; 二硫缩烯酮; 醇; 吲哚衍生物; Friedel-Crafts烷基化
赵辉 , 张福维 , 于海丰 , 廖沛球 , 刁全平 , 李铁纯 , 辛广 , 侯冬岩 . FeCl3催化的α-羟基二硫缩烯酮与吲哚的Friedel-Crafts烷基化反应[J]. 有机化学, 2015 , 35(7) : 1493 -1499 . DOI: 10.6023/cjoc201502008
An inexpensive and environmentally friendly FeCl3 catalyzed Friedel-Crafts alkylation of α-hydroxy ketene dithioacetals with indoles including free-NH indoles and N or C(2)-substituted indoles has been developed. The reaction was efficiently performed in the presence of FeCl3 (2.5 mol%) at room temperature (25 ℃) in CH2Cl2, affording α-indolyl ketene dithioacetals in excellent yields. The procedure was characterized by lower amount of inexpensive catalyst, mild reaction condition, environmentally benign and similicity.
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