Facile Synthesis of Thienoacenes via Transition-Metal-Free Ladderization.

J Org Chem

Institute of Chemistry, Organic Chemistry, Martin-Luther-University Halle-Wittenberg, Kurt-Mothes-Strasse 2, D-06120 Halle, Germany.

Published: November 2021

Herein, we report a facile transition-metal-free approach to sulfur-containing heteroacenes from fluorinated oligophenylenes. Unlike most existing methods, the presented approach is not restricted to simple dibenzothiophene derivatives and thus appears to be a useful tool for the synthesis of extended sulfur-containing heteroacenes. The incorporation of sulfur is unambiguously preprogrammed via the positions of fluorines in the precursors, allowing the selective synthesis of extended thienoacenes with up to 96% yield.

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http://dx.doi.org/10.1021/acs.joc.1c01565DOI Listing

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Institute of Chemistry, Organic Chemistry, Martin-Luther-University Halle-Wittenberg, Kurt-Mothes-Strasse 2, D-06120 Halle, Germany.

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