Triple ipso-defluoroetherification of (trifluoromethyl)alkenes with fluoroalkylated alcohols: access to fluoroalkylated orthoesters via C(sp3)–F bond cleavage

Jia Nie; Huanfeng Jiang; Chuanle Zhu

doi:10.1039/D3CC01760E

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Triple ipso-defluoroetherification of (trifluoromethyl)alkenes with fluoroalkylated alcohols: access to fluoroalkylated orthoesters via C(sp³)–F bond cleavage†

Jia Nie,^a Huanfeng Jiang

^a and Chuanle Zhu

*^ab

Author affiliations

* Corresponding authors

^a Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, China
E-mail: cechlzhu@scut.edu.cn

^b Pazhou Lab, Guangzhou, China

Abstract

The triple ipso-defluoroetherification of (trifluoromethyl)alkenes with fluoroalkylated alcohols by C(sp³)–F bond cleavage is reported, delivering various fluoroalkylated orthoesters in high yields. This reaction is transition-metal free and gram-scalable, features mild reaction conditions, and tolerates diverse functional groups.

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Article information

DOI: https://doi.org/10.1039/D3CC01760E
Article type: Communication
Submitted: 11 Apr 2023
Accepted: 03 Jun 2023
First published: 05 Jun 2023

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Chem. Commun., 2023,59, 8238-8241

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Triple ipso-defluoroetherification of (trifluoromethyl)alkenes with fluoroalkylated alcohols: access to fluoroalkylated orthoesters via C(sp³)–F bond cleavage

J. Nie, H. Jiang and C. Zhu, Chem. Commun., 2023, 59, 8238 DOI: 10.1039/D3CC01760E

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