Tungsten-Catalyzed Heterocycloisomerization Approach to 4,5-Dihydro-benzo[b]furans and -indoles
2012
Fisher, Ethan L. | Wilkerson-Hill, Sidney M. | Sarpong, Richmond
A W(CO)₅·THF-catalyzed cycloisomerization of bicyclo[4.1.0] substrates to afford mono C4-substituted 4,5-dihydro-benzo[b]furans and -indoles is reported. The title compounds are versatile intermediates that lead to a range of fused bicycles including the cores of various furan-, benzofuran-, and indole-containing natural products. In many cases, the functionalization of the dihydro-benzo[b]furans and -indoles is orthogonal to that of the corresponding benzofurans and indoles and, thus, offers complementary approaches for synthesis.
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