Synthesis of indole-based propellane derivatives via Weiss–Cook condensation, Fischer indole cyclization, and ring-closing metathesis as key steps

• Sambasivarao Kotha,
• Ajay Kumar Chinnam and
• Arti Tiwari

Beilstein J. Org. Chem. 2013, 9, 2709–2714, doi:10.3762/bjoc.9.307

• propellane derivatives involves a Weiss–Cook condensation, a Fischer indole cyclization, and a ring-closing metathesis as key steps. Keywords: allylation; indole derivatives; propellanes; ring-closing metathesis; Weiss–Cook condensation; Introduction Propellanes are tricyclic systems conjoined with carbon

• diindole based propellane derivatives involving the Weiss–Cook condensation [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–Cook condensation with