Electrochemical Synthesis of Hetero[7]helicenes Containing Pyrrole and Furan Rings <i>via</i> an Oxidative Heterocoupling and Dehydrative Cyclization Sequence
Mohamed S. H. Salem, Md. Imrul Khalid, Makoto Sako, Keigo Higashida, Charlie Lacroix, Masaru Kondo, Ryo Takishima, Taisei Taniguchi, Masahiro Miura, Giang Vo‐Thanh, Hiroaki Sasai, Shinobu Takizawa
Abstract
Abstract The electrochemical synthesis of hetero[7]helicenes including pyrrole and furan rings has been established. A single electrochemical operation led to an oxidative heterocoupling and dehydrative cyclization sequence to afford oxaza[7]helicenes in 50–86% yields with 45–77% Faradic efficiencies. Their derivatization and chiroptical properties were also investigated. magnified image
Topics & Concepts
ChemistryPyrroleFuranElectrochemistryDerivatizationSequence (biology)Combinatorial chemistryOxidative phosphorylationOrganic chemistryElectrodePhysical chemistryHigh-performance liquid chromatographyBiochemistrySynthesis and Properties of Aromatic CompoundsPhotochromic and Fluorescence ChemistryPorphyrin and Phthalocyanine Chemistry