Department of Chemistry, University of California, Berkeley, California 94720, USA.
J Am Chem Soc. 2012 Jun 20;134(24):9946-9. doi: 10.1021/ja3045647. Epub 2012 Jun 6.
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.
报道了 W(CO)(5)·THF 催化的双环[4.1.0]底物的环异构化反应，得到单 C4-取代的 4,5-二氢-苯并[b]呋喃和-吲哚。标题化合物是多功能的中间体，可以得到一系列稠合的双环化合物，包括各种呋喃、苯并呋喃和吲哚类天然产物的核心结构。在许多情况下，二氢-苯并[b]呋喃和-吲哚的官能化与相应的苯并呋喃和吲哚的官能化是正交的，因此为合成提供了互补的方法。
