2-Keto-1,3-Indandiones, a Versatile Ingredients for the Synthesis of Medicinally Important Spirocycles, Bicycles

The talk will be focused on the development of novel synthetic methodologies under transition metal-free conditions. Design and development of various 2-keto-1,3-indandiones as important precursors for constructing various bicyclic, spiro cyclic systems with suitable reacting partners. Because 2-keto-1,3- indandione has the unique characteristics of having two sets of nucleophilic and electrophilic sites within the molecule. Accordingly, the reaction of arynes with 2-keto-1,3-indandiones provided dibenzobicyclo[3.2.1]octadienone core and the reaction of dimethyl acetylene dicarboxylate (DMAD) with 2/3-keto-1,3-Indandiones afforded spiro[4.4]nonane compounds in presence of a catalytic amount of DABCO.

Moreover, the spiro[4.4]nonanes were transformed into highly conjugated pentafulvene motifs via unprecedented C-C bond rearrangement in an acidic medium. So much interesting and exciting chemistry is going on in my laboratory using 2-(2′-ketoalkyl)-1,3-indandione as one of the key, intriguing, starting materials.

Finally, my group’s contributions towards the total synthesis of natural products will be highlighted in this talk.

Key take-aways for the attendees:

• Sustainable approaches.
• Importance of transition metal-free approaches.
• Importance of spiro-, bi-cyclic systems in medicinal chemistry.
• Substrate design in the methodology development.
• Total synthesis of natural products.