Issue 6, 2019
From the journal:

Green Chemistry

Solventless and metal-free regioselective hydrofluorination of functionalized alkynes and allenes: an efficient protocol for the synthesis of gem-difluorides†

Zhichao Lu, ORCID logo a   Bhvandip S. Bajwa,b   Shiwen Liu,c   Sheye Lee, ORCID logo b   Gerald B. Hammond ORCID logo *a  and  Bo Xu ORCID logo *c  

* Corresponding authors

a Department of Chemistry, University of Louisville, Louisville, Kentucky 40292, USA
E-mail: gb.hammond@louisville.edu

b Department of Chemistry, California State University, Fresno, California, USA

c Key Laboratory of Science and Technology of Eco-Textiles, Ministry of Education, College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620, China
E-mail: bo.xu@dhu.edu.cn

Abstract

The combination of two easily handled, highly acidic liquid HF complex reagents, DMPU-12HF and KHSO4-13HF, generated a highly acidic fluorination system that facilitated exclusive Markovnikov addition of HF to widely functionalized alkynes, including alkyne tethered drugs, or allenes to produce gem-difluorides with high atom economy, and with an easy workup.

Graphical abstract: Solventless and metal-free regioselective hydrofluorination of functionalized alkynes and allenes: an efficient protocol for the synthesis of gem-difluorides

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Article information

DOI
https://doi.org/10.1039/C8GC03876G
Article type
Paper
Submitted
11 Dec 2018
Accepted
13 Feb 2019
First published
15 Feb 2019

Green Chem., 2019,21, 1467-1471

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Solventless and metal-free regioselective hydrofluorination of functionalized alkynes and allenes: an efficient protocol for the synthesis of gem-difluorides

Z. Lu, B. S. Bajwa, S. Liu, S. Lee, G. B. Hammond and B. Xu, Green Chem., 2019, 21, 1467 DOI: 10.1039/C8GC03876G

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