Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (7): 1493-1499.DOI: 10.6023/cjoc201502008 Previous Articles     Next Articles

Articles

FeCl3催化的α-羟基二硫缩烯酮与吲哚的Friedel-Crafts烷基化反应

赵辉a, 张福维a, 于海丰a, 廖沛球b, 刁全平a, 李铁纯a, 辛广a, 侯冬岩a   

  1. a 鞍山师范学院化学与生命科学学院 鞍山 114007;
    b 东北师范大学化学学院 长春 130024
  • 收稿日期:2015-02-06 修回日期:2015-03-15 出版日期:2015-07-25 发布日期:2015-03-19
  • 通讯作者: 于海丰 E-mail:yuhf68105@sina.com
  • 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

Zhao Huia, Zhang Fuweia, Yu Haifenga, Liao Peiqiub, Diao Quanpinga, Li Tiechuna, Xin Guanga, Hou Dongyana   

  1. a School of Chemistry and Life Science, Anshan Normal University, Anshan 114007;
    b Department of Chemistry, Northeast Normal University, Changchun 130024
  • Received:2015-02-06 Revised:2015-03-15 Online:2015-07-25 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).

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.

Key words: iron (III) chloride, ketene dithioacetals, alcohols, indole derivatives, Friedel-Crafts alkylation