Efficient synthesis of π-conjugated molecules incorporating fluorinated phenylene units through palladium-catalyzed iterative C(sp(2))-H bond arylations - Archive ouverte HAL Access content directly
Journal Articles Beilstein Journal of Organic Chemistry Year : 2015

Efficient synthesis of π-conjugated molecules incorporating fluorinated phenylene units through palladium-catalyzed iterative C(sp(2))-H bond arylations

Abstract

We report herein a two or three step synthesis of fluorinated π-conjugated oligomers through iterative C-H bond arylations. Palladium-catalyzed desulfitative arylation of heteroarenes allowed in a first step the synthesis of fluoroaryl-heteroarene units in high yields. Then, the next steps involve direct arylation with aryl bromides catalyzed by PdCl(C3H5)(dppb) to afford triad or tetrad heteroaromatic compounds via regioselective activation of C(sp(2))-H bonds

Dates and versions

hal-01254821 , version 1 (12-01-2016)

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Fatiha Abdelmalek, Fazia Derridj, Safia Djebbar, Jean-François Soulé, Henri Doucet. Efficient synthesis of π-conjugated molecules incorporating fluorinated phenylene units through palladium-catalyzed iterative C(sp(2))-H bond arylations. Beilstein Journal of Organic Chemistry, 2015, 11, pp.2012--2020. ⟨10.3762/bjoc.11.218⟩. ⟨hal-01254821⟩
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