Three-Component, Diastereoselective [6 + 3] Annulation of Tropone, Imino Esters, and Arynes
- 12 September 2021
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 23 (19), 7456-7461
- https://doi.org/10.1021/acs.orglett.1c02662
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.Keywords
Funding Information
- Science and Engineering Research Board (EMR/2016/007021)
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