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Synlett 2010(17): 2659-2663  
DOI: 10.1055/s-0030-1258770
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of 2-Trifluoromethyl Quinoline by the Reaction of Fluorinated Imine with Alkyne Catalyzed by Indium(III) Triflate

Haibo Xiea, Jiangtao Zhua, Zixian Chena,b, Shan Lia, Yongming Wu*a
a Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 LingLing Road, Shanghai 200032, P. R. of China
Fax: +86(21)54925192; e-Mail: ymwu@sioc.ac.cn;
b Department of Chemistry, Huazhong University of Science and Technology, Wuhan, Hubei 430074, P. R. of China
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Publication History

Received 13 July 2010
Publication Date:
30 September 2010 (online)

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Abstract

Preparation of 2-trifluoromethyl-4-aryl quinolines from a variety of readily available alkynes and N-aryl trifluoroethylimine has been achieved via indium(III) triflate catalyzed Diels-Alder reactions.

Key words

alkynes - quinolines - indium - Diels-Alder reaction - imines