Gallou, Fabrice (2019) Fe-Catalyzed Reductive Couplings of Terminal (Hetero)Aryl Alkenes and Alkyl Halides under Aqueous Micellar Conditions. Journal of the American Chemical Society JACS., 141. pp. 17117-17124. ISSN https://pubs.acs.org/doi/pdf/10.1021/jacs.9b04510

Abstract

The combination of a vinyl-substituted aromatic or heteroaromatic and an
alkyl bromide or iodide leads, in the presence of Zn and a catalytic amount of an Fe(II)
salt, to a net reductive coupling. The new C−C bond is regiospecifically formed at rt at
the β-site of the alkene. The coupling only occurs in an aqueous micellar medium, where
a radical process is likely, supported by several control experiments. A mechanism based
on these data is proposed.

Item Type:	Article
Date Deposited:	26 Nov 2019 00:45
Last Modified:	26 Nov 2019 00:45
URI:	https://oak.novartis.com/id/eprint/38828