Beilstein J. Org. Chem.2013,9, 2709–2714, doi:10.3762/bjoc.9.307
propellane derivatives involves a Weiss–Cookcondensation, a Fischer indole cyclization, and a ring-closing metathesis as key steps.
Keywords: allylation; indole derivatives; propellanes; ring-closing metathesis; Weiss–Cookcondensation; Introduction
Propellanes are tricyclic systems conjoined with carbon
diindole based propellane derivatives involving the Weiss–Cookcondensation [36], Fischer indole cyclization [37][38], and ring-closing metathesis as key steps [39][40][41][42] (Figure 3).
Here, we report a new synthetic strategy to indole-based propellane derivatives and our approach has several points of
unfavourable entropy factors [51][52][53], but in our strategy the eight membered ring is successfully assembled with the aid of Grubbs 2nd catalyst.
Diindole derivative 4 was also synthesized by an independent route starting with [4.3.3]propellane derivative 12 obtained by Weiss–Cookcondensation with