Visible-light-promoted alkylation of unsaturated MIDA boronates using Ru(bpy) 3 Cl 2 as the photoredox catalyst

Marcin Kublicki,Janusz Serwatowski,Krzysztof Durka,Krzysztof Woźniak,Tomasz Kliś,Marek Dąbrowski

doi:10.1016/j.tetlet.2017.04.075

Visible-light-promoted alkylation of unsaturated MIDA boronates using Ru(bpy) 3 Cl 2 as the photoredox catalyst

Marcin Kublicki, Janusz Serwatowski + Show 4 more

https://doi.org/10.1016/j.tetlet.2017.04.075

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Journal: Tetrahedron Letters	Publication Date: Apr 25, 2017
Citations: 23

Affiliation: Warsaw University of Technology, University of Warsaw

#Atom Transfer Radical Addition #MIDA Boronates + Show 8 more

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Abstract

Abstract The development of a visible light-mediated atom transfer radical addition (ATRA) of perfluoroalkyl iodides to ethynyl-, vinyl- and allyl-MIDA boronates using the reductive and oxidative quenching of [Ru(bpy)3]Cl2 is described. Using an operationally simple and mild protocol, the corresponding MIDA boronates containing perfluoroalkyl groups were obtained in moderate to high yields. The structures of three products were confirmed by single crystal X-ray diffraction studies.

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