Issue 64, 2018

Highly C-selective difluoromethylation of β-ketoesters by using TMSCF2Br/lithium hydroxide/N,N,N-trimethylhexadecan-1-ammonium bromide

Abstract

The highly C-selective difluoromethylation of β-ketoesters was achieved by combining TMSCF2Br/LiOH/N,N,N-trimethylhexadecan-1-ammonium bromide. Compared to other alkali metal salts or organic bases, lithium hydroxide, which served as a difluorocarbene activator from TMSCF2Br, was crucial in the control of high C/O regioselectivity.

Graphical abstract: Highly C-selective difluoromethylation of β-ketoesters by using TMSCF2Br/lithium hydroxide/N,N,N-trimethylhexadecan-1-ammonium bromide

Supplementary files

Article information

Article type
Communication
Submitted
27 Jun 2018
Accepted
13 Jul 2018
First published
16 Jul 2018

Chem. Commun., 2018,54, 8881-8884

Highly C-selective difluoromethylation of β-ketoesters by using TMSCF2Br/lithium hydroxide/N,N,N-trimethylhexadecan-1-ammonium bromide

J. Wang, E. Tokunaga and N. Shibata, Chem. Commun., 2018, 54, 8881 DOI: 10.1039/C8CC05135F

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