Issue 5, 2014
From the journal:

Chemical Communications

Synthesis of 3-((trifluoromethyl)thio)indoles via a reaction of 2-alkynylaniline with trifluoromethanesulfanylamide†

Jie Sheng,a   Shaoyu Lia  and  Jie Wu*ab  

* Corresponding authors

a Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, China
E-mail: jie_wu@fudan.edu.cn
Fax: +86 21 6564 1740
Tel: +86 21 6510 2412

b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China

Abstract

3-((Trifluoromethyl)thio)indoles can be synthesized by a palladium(II)-catalyzed reaction of 2-alkynylaniline with trifluoromethanesulfanylamide in the presence of bismuth(III) chloride. The presence of bismuth(III) chloride is crucial for the success of this transformation, which activates the trifluoromethanesulfanylamide during the reaction.

Graphical abstract: Synthesis of 3-((trifluoromethyl)thio)indoles via a reaction of 2-alkynylaniline with trifluoromethanesulfanylamide

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Article information

DOI
https://doi.org/10.1039/C3CC45958F
Article type
Communication
Submitted
05 Aug 2013
Accepted
18 Oct 2013
First published
21 Oct 2013

Chem. Commun., 2014,50, 578-580

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Synthesis of 3-((trifluoromethyl)thio)indoles via a reaction of 2-alkynylaniline with trifluoromethanesulfanylamide

J. Sheng, S. Li and J. Wu, Chem. Commun., 2014, 50, 578 DOI: 10.1039/C3CC45958F

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