Facile Synthesis of Thienoacenes via Transition-Metal-Free Ladderization
Mikhail Feofanov, Vladimir Akhmetov, Ryo Takayama, Konstantin Amsharov
Abstract
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.
Topics & Concepts
ChemistryDibenzothiopheneSulfurTransition metalYield (engineering)Combinatorial chemistryOrganic chemistryNanotechnologyCatalysisMetallurgyMaterials scienceSulfur-Based Synthesis TechniquesOrganic Chemistry Cycloaddition ReactionsCyclopropane Reaction Mechanisms