title: Iminoiodane- and Brønsted base-mediated cross dehydrogenative coupling of cyclic ethers with 1,3-dicarbonyl compounds.
abstract: A one-pot, two-step approach to prepare 2-tetrahydrofuran and -pyran substituted 1,3-dicarbonyl compounds by PhI=NTs-mediated amination/Brønsted base-catalyzed cross dehydrogenative coupling (CDC) reaction of the cyclic ether and 1,3-dicarbonyl derivative under mild conditions is reported. The reaction is compatible with a variety of cyclic ethers and 1,3-dicarbonyl compounds, affording the corresponding coupled products in moderate to good yields of up to 80% over two steps.
authors.affiliation: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore. cipu0002@e.ntu.edu.sg.
authors.forename: Ciputra
authors.initials: C
authors.lastname: Tejo
authors.affiliation: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore. xrsim1@e.ntu.edu.sg.
authors.forename: Xiao Rong
authors.initials: XR
authors.lastname: Sim
authors.affiliation: School of Chemistry, Monash University, Clayton, Victoria 3800, Australia. bora.lee@monash.edu.
authors.forename: Bo Ra
authors.initials: BR
authors.lastname: Lee
authors.affiliation: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore. benayers@ntu.edu.sg.
authors.forename: Benjamin James
authors.initials: BJ
authors.lastname: Ayers
authors.affiliation: State Key Laboratory of Quality Research in Chinese Medicine, Institute of Chinese Medical Sciences, University of Macau, Macao, China. duncanleung@umac.mo.
authors.forename: Chung-Hang
authors.initials: CH
authors.lastname: Leung
authors.affiliation: Department of Chemistry, Hong Kong Baptist University, Kowloon Tong, Hong Kong, China. edmondma@hkbu.edu.hk.
authors.forename: Dik-Lung
authors.initials: DL
authors.lastname: Ma
authors.affiliation: School of Chemistry, Monash University, Clayton, Victoria 3800, Australia. phil.chan@monash.edu.|Department of Chemistry, University of Warwick, Coventry CV4 7AL, UK. phil.chan@monash.edu.
authors.forename: Philip Wai Hong
authors.initials: PW
authors.lastname: Chan
mesh_terms: D004988:Ethers, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D004988:Ethers, Cyclic
keywords: 1,3-dicarbonyl compounds; C–C bond formation; cross dehydrogenation coupling; iminoiodanes; metal-free catalysis