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Issue 1, 2019
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Alkenylation of unactivated alkyl bromides through visible light photocatalysis

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Abstract

Two visible-light driven alkenylation reactions of unactivated alkyl bromides, which were enabled by the use of Ir(dF(CF3)ppy)2(dtbbpy)PF6 as the photocatalyst and (TMS)3SiH as the atom transfer reagent to activate the alkyl bromides, were described for the first time. These protocols can be used to produce a variety of alkenes from easily available feedstock with good reaction efficiency and high chemoselectivity under mild reaction conditions. To further demonstrate the applicability of the present strategy, the alkenylation of bioactive molecules and glycosyl bromides, as well as the alkynylation of unactivated alkyl bromides, was proven to be feasible.

Graphical abstract: Alkenylation of unactivated alkyl bromides through visible light photocatalysis

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Supplementary files

Article information


Submitted
18 Oct 2018
Accepted
23 Nov 2018
First published
26 Nov 2018

Chem. Commun., 2019,55, 107-110
Article type
Communication

Alkenylation of unactivated alkyl bromides through visible light photocatalysis

Q. Zhou, S. J. S. Düsel, L. Lu, B. König and W. Xiao, Chem. Commun., 2019, 55, 107
DOI: 10.1039/C8CC08362B

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