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Beilstein J. Org. Chem. 2013, 9, 2709–2714, doi:10.3762/bjoc.9.307
Graphical Abstract
Figure 1: [4.4.2] and [1.1.1]propellanes.
Figure 2: Alkaloids containing indole-based propellanes.
Figure 3: Retrosynthetic strategy to indole-based propellane 4.
Scheme 1: Preparation of diindole dione 2.
Scheme 2: Synthesis of allylated indole derivatives 3, 7 and 8.
Scheme 3: Synthesis of indole-based propellane derivatives 4 and 11 by RCM route.
Scheme 4: Synthesis of 4 by Weiss–Cook condensation and two fold Fischer indole cyclization.