Department of Chemistry
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.
C–C bond formation, cross dehydrogenation coupling, 1, 3-dicarbonyl compounds, iminoiodanes, metal-free catalysis
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Link to Publisher's Edition
Tejo, Ciputra, Xiao Rong Sim, Bo Ra Lee, Benjamin James Ayers, Chung-Hang Leung, Dik Lung Ma, and Philip Wai Hong Chan. "Iminoiodane- and Brønsted base-mediated cross dehydrogenative coupling of cyclic ethers with 1,3-dicarbonyl compounds." Molecules 20.7 (2015): 13336-13353.