Issue 10, 2022
From the journal:

Organic & Biomolecular Chemistry

An aerobic copper-mediated domino process for the synthesis of 3-(trifluoromethylseleno)indoles†

Hui Wang,a   Yunfei Yao,a   Yi You,*a   Yangjie Huangb  and  Zhiqiang Weng ORCID logo *ab  

* Corresponding authors

a Key Laboratory of Molecule Synthesis and Function Discovery, and Fujian Provincial Key Laboratory of Electrochemical Energy Storage Materials, College of Chemistry, Fuzhou University, Fuzhou, China

b Fujian Engineering Research Center of New Chinese lacquer Material, Ocean College, Minjiang University, Fuzhou, China
E-mail: zweng@mju.edu.cn

Abstract

An aerobic copper-mediated domino reaction for the synthesis of 3-(trifluoromethylseleno)indoles by trifluoromethylselenolation of N-Ts 2-alkynylaniline with [(bpy)CuSeCF3]2 is reported. This reaction proceeds through sequential oxidation, alkyne coordination, and deprotonation followed by reductive elimination. This mild and robust method is highly functional group tolerant and provides straightforward access to 3-(trifluoromethylseleno)indoles in moderate to good yields.

Graphical abstract: An aerobic copper-mediated domino process for the synthesis of 3-(trifluoromethylseleno)indoles

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Article information

DOI
https://doi.org/10.1039/D2OB00063F
Article type
Paper
Submitted
10 Jan 2022
Accepted
18 Feb 2022
First published
19 Feb 2022

Org. Biomol. Chem., 2022,20, 2115-2120

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An aerobic copper-mediated domino process for the synthesis of 3-(trifluoromethylseleno)indoles

H. Wang, Y. Yao, Y. You, Y. Huang and Z. Weng, Org. Biomol. Chem., 2022, 20, 2115 DOI: 10.1039/D2OB00063F

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