Issue 47, 2023
From the journal:

Organic & Biomolecular Chemistry

The perfluoroalkylthiolation/decarbonylation reaction of 1,3-diketones with perfluoroalkanesulfenic acids†

Jia-Hui Li,ab   Min Jiangb  and  Jin-Tao Liu ORCID logo *ab  

* Corresponding authors

a The Education Ministry Key Lab of Resource Chemistry and Shanghai Key Laboratory of Rare Earth Functional Materials, Shanghai Normal University, Shanghai 200234, China
E-mail: jtliu@sioc.ac.cn
Fax: +86-21-64166128
Tel: +86 -21-54925188

b Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China

Abstract

The perfluoroalkylthiolation/decarbonylation reactions of 1,3-dicarbonyl compounds with in situ formed perfluoroalkanesulfenic acids were achieved. Using trifluoromethanesulfonic acid as an additive, a series of α-perfluoroalkylthiolated arylethanones were obtained in moderate to good yields. A possible mechanism was proposed based on the reaction results and control experiments.

Graphical abstract: The perfluoroalkylthiolation/decarbonylation reaction of 1,3-diketones with perfluoroalkanesulfenic acids

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Article information

DOI
https://doi.org/10.1039/D3OB01482G
Article type
Paper
Submitted
15 Sep 2023
Accepted
13 Nov 2023
First published
15 Nov 2023
This article is Open Access
Creative Commons BY-NC license

Org. Biomol. Chem., 2023,21, 9416-9421

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The perfluoroalkylthiolation/decarbonylation reaction of 1,3-diketones with perfluoroalkanesulfenic acids

J. Li, M. Jiang and J. Liu, Org. Biomol. Chem., 2023, 21, 9416 DOI: 10.1039/D3OB01482G

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