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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Tejo, C., Sim, X., Lee, B., Ayers, B., Leung, C., Ma, D., & Chan, P. (2015). Iminoiodane- and Brønsted base-mediated cross dehydrogenative coupling of cyclic ethers with 1,3-dicarbonyl compounds. Molecules, 20 (7). https://doi.org/10.3390/molecules200713336