Synthesis of chryseno[1,2-b]heteroarenes and phenanthro[1,2-b:8,7-b']diheteroarenes by an SNAr-anionic cyclization cascade reaction strategy
2020
Gilmore, James | Hwang, Daeseong | Crissy, Jack M. | Mercado-Rodríguez, James M. | Katz, Jeffrey L.
The synthesis of [5]heterophenacenes bearing one or two indole, furan, or thiophene rings is described using an SNAr-anionic cyclization cascade strategy. The convergent reaction sequences furnish chryseno[1,2-b]heteroarenes and phenanthro[1,2-b:8,7-b']diheteroarenes in only four synthetic steps. The heteroaromatic functionality is selected and installed in the final step of the syntheses from common ortho-fluoro-ethynylarene precursors.
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