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Tungsten-catalyzed heterocycloisomerization approach to 4,5-dihydro-benzo[b]furans and -indoles
Authors:Fisher Ethan L  Wilkerson-Hill Sidney M  Sarpong Richmond
Institution:Department of Chemistry, University of California, Berkeley, California 94720, USA.
Abstract:A W(CO)(5)·THF-catalyzed cycloisomerization of bicyclo4.1.0] substrates to afford mono C4-substituted 4,5-dihydro-benzob]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-benzob]furans and -indoles is orthogonal to that of the corresponding benzofurans and indoles and, thus, offers complementary approaches for synthesis.
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