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Efficient synthesis of π-conjugated molecules incorporating fluorinated phenylene units through palladium-catalyzed iterative C(sp2)–H bond arylations

Fatiha Abdelmalek, Fazia Derridj, Safia Djebbar and 2 more

Beilstein Journal of Organic Chemistry · 2015

doi:10.3762/bjoc.11.218 (opens in a new tab)

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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(sp2)–H bonds.

Abstract licence: CC BY

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