Issue 7, 2015

Combination of fluoroalkylation and Kornblum–DeLaMare reaction: a new strategy for the construction of (Z)-β-perfluoroalkyl enaminones

Abstract

A novel strategy has been developed for the highly chemo- and stereo-selective synthesis of (Z)-β-perfluoroalkyl enaminones from readily available starting materials via a multicomponent radical reaction involving sequential fluoroalkylation and Kornblum–DeLaMare reaction. Notably, this methodology involves the concurrent cleavage of at least three chemical bonds, including two C–F bonds and one C–X (X = Br or I) bond, as well as the formation of three new bonds, including one C[double bond, length as m-dash]O bond, one C[double bond, length as m-dash]C bond and one C–N bond, in one pot.

Graphical abstract: Combination of fluoroalkylation and Kornblum–DeLaMare reaction: a new strategy for the construction of (Z)-β-perfluoroalkyl enaminones

Supplementary files

Article information

Article type
Communication
Submitted
03 Oct 2014
Accepted
26 Nov 2014
First published
27 Nov 2014

Chem. Commun., 2015,51, 1214-1217

Author version available

Combination of fluoroalkylation and Kornblum–DeLaMare reaction: a new strategy for the construction of (Z)-β-perfluoroalkyl enaminones

C. Liu, E. Shi, F. Xu, Q. Luo, H. Wang, J. Chen and X. Wan, Chem. Commun., 2015, 51, 1214 DOI: 10.1039/C4CC07833K

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