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Updated: Jun 14, 2025

Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
Published on: November 9, 2019
Beyond 2-Oxazolidinones: Access to N-Unsubstituted Six- and Seven-Membered Analogues Using CO2 and Superbase Catalyst
Jere K Mannisto1, Johannes Heikkinen1, Jukka Puumi1
1Department of Chemistry, University of Helsinki, P.O. Box 55, A.I. Virtasen aukio 1, 00014 Helsinki, Finland.
Abstract:
We report a straightforward synthesis of N-unsubstituted five-, six-, and seven-membered cyclic carbamates from amino alcohols and CO2, employing user-friendly propanephosphonic acid anhydride (T3P) as a dehydrating agent. Demanding substrates, such as amino alcohols bearing tertiary hydroxyl groups, cyclize in good yields under mild conditions, providing access to fused and spirocyclic carbamates. Mechanistic studies indicate that the amino alcohols react with CO2, forming poorly soluble salts, which are then solubilized by catalytic superbase 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU).
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