Abstract
We report herein a straightforward general method for the synthesis of cyclic carbamates from amino alcohols and carbon dioxide in the presence of an external base and a hydroxyl group activating reagent. Utilizing p-toluenesulfonyl chloride (TsCl), the reaction proceeds under mild conditions, and the approach is fully applicable to the preparation of various high value-added 5- and 6-membered rings as well as bicyclic fused ring carbamates. DFT calculations and experimental results indicate a SN2-type reaction mechanism with high regio-, chemo-, and stereoselectivity.
Original language | English |
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Journal | Chemical Communications |
Volume | 54 |
Issue number | 25 |
Pages (from-to) | 3166-3169 |
Number of pages | 4 |
ISSN | 1359-7345 |
DOIs | |
Publication status | Published - 28 Mar 2018 |
MoE publication type | A1 Journal article-refereed |
Fields of Science
- 116 Chemical sciences
- ATMOSPHERIC-PRESSURE
- CARBOXYLATIVE CYCLIZATION
- CO2
- 2-OXAZOLIDINONES
- URETHANES
- CONVERSION
- FIXATION
- OXAZOLIDIN-2-ONES
- ORGANOCATALYST
- AZIRIDINES