CuSO<sub>4</sub>-Catalyzed dual annulation to synthesize O, S or N-containing tetracyclic heteroacenes
Xiang‐Huan Shan, Bo Yang, Jian‐Ping Qu, Yan‐Biao Kang
Abstract
In this work, CuSO4 is utilized as a practical redox catalyst for tandem dual annulation in the synthesis of indole-fused tetracyclic heteroacenes, which are important skeletons in both medicinal chemistry and materials chemistry. The preparation of such skeletons in a convenient and efficient manner is in high demand. This method realizes the modular synthesis of benzofuro-, benzothieno-, and indoloindoles from abundant feedstocks such as 2-halobenzyl halides and nitrile derivatives in up to 99% yields, providing a rapid access to diverse indole-fused heteroacenes with biological or optoelectronic properties.
Topics & Concepts
AnnulationCatalysisChemistryIndole testTandemCombinatorial chemistryDual (grammatical number)Dual roleRedoxStereochemistryOrganic chemistryMaterials scienceComposite materialLiteratureArtOxidative Organic Chemistry ReactionsCatalytic C–H Functionalization MethodsChemical Synthesis and Reactions