title: Palladium-Catalyzed Direct Cyclopropylation of Heterocycles.
abstract: Many 1,3-azoles and thiophenes are directly cyclopropylated in the presence of a simple palladium catalyst. The relative configuration on the three-membered rings is retained in the products. Thus, the cyclopropyl-halide bond undergoes concerted oxidative addition to palladium(0) and cyclopropyl radicals are not involved in the productive pathway.
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: Xiaojin
authors.initials: X
authors.lastname: Wu
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: College of Science, Sichuan Agricultural University, Ya'an, Sichuan, 625014 (China).
authors.forename: Guizhou
authors.initials: G
authors.lastname: Yue
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: D001393:Azoles / Q000138:chemical synthesis / Q000737:chemistry; D001583:Benzoxazoles / Q000138:chemical synthesis / Q000737:chemistry; D002384:Catalysis; D003521:Cyclopropanes / Q000138:chemical synthesis / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D007454:Iodides / Q000138:chemical synthesis / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D013876:Thiophenes / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D001393:Azoles; D001583:Benzoxazoles; D003521:Cyclopropanes; D006571:Heterocyclic Compounds; D007454:Iodides; D013876:Thiophenes; D010165:Palladium; C030797:cyclopropane
keywords: alkyl halides; cyclopropane; heterocycles; palladium; synthetic methods