title: Palladium-Catalyzed Heteroarylation and Concomitant ortho-Alkylation of Aryl Iodides.
abstract: Three-component couplings were achieved from common aryl halides, alkyl halides, and heteroarenes under palladium and norbornene co-catalysis. The reaction forges hindered aryl-heteroaryl bonds and introduces ortho-alkyl groups to aryl rings. Various heterocycles such as oxazoles, thiazoles and thiophenes underwent efficient coupling. The heteroarenes were deprotonated in situ by bases without the assistance of palladium catalysts.
authors.affiliation: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore 637371 (Singapore).
authors.forename: Chuanhu
authors.initials: C
authors.lastname: Lei
authors.affiliation: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore 637371 (Singapore).
authors.forename: Xiaojia
authors.initials: X
authors.lastname: Jin
authors.affiliation: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore 637371 (Singapore). jrzhou@ntu.edu.sg.
authors.forename: Jianrong Steve
authors.initials: JS
authors.lastname: Zhou
mesh_terms: D000478:Alkylation; D002384:Catalysis; D006847:Hydrocarbons, Iodinated / Q000737:chemistry*; D007454:Iodides / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry; D013876:Thiophenes / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D006847:Hydrocarbons, Iodinated; D007454:Iodides; D009942:Organometallic Compounds; D010080:Oxazoles; D013844:Thiazoles; D013876:Thiophenes; D010165:Palladium
keywords: CH activation; cross-coupling; heterocycles; palladium; synthetic method