The cost-effective TPPH2/TBACl-catalyzed (TPPH2 = dianion of tetraphenyl porphyrin; TBACl = tetrabutyl ammonium chloride) carbon dioxide cycloaddition to N-aryl aziridines was successful in synthesizing N-aryl oxazolidin-2-ones. A catalytic tandem reaction was also developed, in which N-aryl aziridines were initially synthesized and then reacted with carbon dioxide without being purified. The procedure occurred with a very high atom economy, molecular nitrogen being the only by-product of the entire tandem process. In addition, the mechanism of catalytic cycle was investigated by DFT calculations.
A Metal-Free Synthesis of N -Aryl Oxazolidin-2-ones by the One-Pot Reaction of Carbon Dioxide with N -Aryl Aziridines
Gabriele Manca;
2020
Abstract
The cost-effective TPPH2/TBACl-catalyzed (TPPH2 = dianion of tetraphenyl porphyrin; TBACl = tetrabutyl ammonium chloride) carbon dioxide cycloaddition to N-aryl aziridines was successful in synthesizing N-aryl oxazolidin-2-ones. A catalytic tandem reaction was also developed, in which N-aryl aziridines were initially synthesized and then reacted with carbon dioxide without being purified. The procedure occurred with a very high atom economy, molecular nitrogen being the only by-product of the entire tandem process. In addition, the mechanism of catalytic cycle was investigated by DFT calculations.| File | Dimensione | Formato | |
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Adv. Synth. Catal. 2020, 362, 2961 – 2969.pdf
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Gallo_manuscript_last version_ASC_GM_rev15_02_2025.pdf
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