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Preparation of 6-aminocyclohepta-2,4-dien-1-one Derivatives via Tricarbonyltroponeiron
Published on: August 12, 2019
Three-Component, Diastereoselective [6 + 3] Annulation of Tropone, Imino Esters, and Arynes
Avishek Guin1, Rahul N Gaykar1, Shiksha Deswal1
1Department of Organic Chemistry, Indian Institute of Science, Bangalore 560012, India.
Abstract:
A transition-metal-free, three-component, and diastereoselective [6 + 3] annulation reaction employing tropone, imino esters, and arynes allowing the synthesis of bridged azabicyclo[4.3.1]decadienes is demonstrated. The key nitrogen ylides for the [6 + 3] annulation were generated by the addition of imino esters to the arynes followed by a proton transfer. The nitrogen ylides undergo a regioselective addition to tropone to furnish the desired products in moderate to good yields with good functional group tolerance under mild conditions.
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