Issue 18, 2020
From the journal:

Organic Chemistry Frontiers

Transition metal-free synthesis of 3-trifluoromethyl chromones via tandem C–H trifluoromethylation and chromone annulation of enaminones†

Qing Yu,a   Yunyun Liu ORCID logo a  and  Jie-Ping Wan ORCID logo *a  

* Corresponding authors

a College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022, P. R. China
E-mail: wanjieping@jxnu.edu.cn

Abstract

The tandem C–H bond trifluoromethylation and chromone annulation reactions of o-hydroxyphenyl enaminones have been realized for the practical synthesis of 3-trifluoromethyl chromones. The reactions are performed efficiently with the promotion of K2S2O8 without using any transition metal catalyst or additive. In addition, the 3-trifluoromethyl chromone products have been successfully used for the synthesis of 3-trifluoromethyl pyrimidines by reacting with guanidine/amidine substrates.

Graphical abstract: Transition metal-free synthesis of 3-trifluoromethyl chromones via tandem C–H trifluoromethylation and chromone annulation of enaminones

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Article information

DOI
https://doi.org/10.1039/D0QO00855A
Article type
Research Article
Submitted
18 Jul 2020
Accepted
22 Aug 2020
First published
24 Aug 2020

Org. Chem. Front., 2020,7, 2770-2775

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Transition metal-free synthesis of 3-trifluoromethyl chromones via tandem C–H trifluoromethylation and chromone annulation of enaminones

Q. Yu, Y. Liu and J. Wan, Org. Chem. Front., 2020, 7, 2770 DOI: 10.1039/D0QO00855A

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