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

Chemical Communications Pub Date: 2014-11-27 DOI: 10.1039/C4CC07833K

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
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