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Synthesis of Multiply Substituted Polycyclic Aromatic Hydrocarbons by Iridium‐Catalyzed Annulation of Ring‐Fused Benzocyclobutenol with Alkyne through C−C Bond Cleavage
Authors:Jiajia Yu  Hong Yan  Prof?Dr Chen Zhu
Institution:1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, Jiangsu, China;2. Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, China
Abstract:The first iridium‐catalyzed intermolecular cyclization between alkynes and ring‐fused benzocyclobutenols (RBCB) through C?C bond cleavage is described. A variety of elusive polycyclic aromatic hydrocarbons (PAHs) with multiple substituents are obtained in good yields under mild conditions. This procedure provides a unique and expeditious tool for the synthesis of PAHs.
Keywords:annulation  C−  C cleavage reactions  homogeneous catalysis  iridium  polycyclic aromatic hydrocarbons
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