Polar [3+2] cycloaddition between N-methyl azomethine ylide and trans-3,3,3-trichloro-1-nitroprop-1-ene

• Autorzy: Żmigrodzka Magdalena , Sadowski Mikołaj , Kras Jowita , Dresler Ewa , Demchuk Oleg M. , Kula Karolina

Identyfikatory

DOI

10.58332/v22i1a02

• Języki publikacji: EN

Abstrakty

EN

Pyrrolidines are important heterocyclic organic compounds which show biological effects. Many of them are successfully used in medicine. These compounds can also be applied in industry, for example as dyes or agrochemical substances. Therefore, the study of pyrrolidines chemistry is important for modern science. In this paper the pyrrolidines synthesis in [3+2] cycloaddition between Nmethyl azomethine ylide and trans-3,3,3-trichloro-1-nitroprop-1-ene was studied. The reaction was carried out experimentally and based on computational research. The obtained results show the reaction may be of a polar nature, and proceed under mild conditions leading to (3SR,4RS)-1-methyl-3-nitro-4-(trichloromethyl)pyrrolidine as a single reaction product. Probably, a similar protocol can be applied for analogous reactions involving other 2-substituted nitroethene analogues.

Słowa kluczowe

EN

[3+2] cycloaddition; nitroalkenes; ylides

PL

[3+2] cykloaddycja; nitroalkeny; ylidy

• Wydawca: Radomskie Towarzystwo Naukowe
• Czasopismo: Scientiae Radices
• Rocznik: 2022
• Tom: Vol. 1, Iss. 1
• Strony: 26--35
• Opis fizyczny: Bibliogr. 25 poz., rys.

Twórcy

autor

Żmigrodzka Magdalena

• Department of Organic Chemistry and Technology, Cracow University of Technology, Warszawska 24, 31-155 Cracow (Poland)

autor

Sadowski Mikołaj

• Department of Organic Chemistry and Technology, Cracow University of Technology, Warszawska 24, 31-155 Cracow (Poland)

autor

Kras Jowita

• Department of Organic Chemistry and Technology, Cracow University of Technology, Warszawska 24, 31-155 Cracow (Poland)

autor

Dresler Ewa

• Łukasiewicz Research Network, Institute of Heavy Organic Synthesis Blachownia Energetyków 9, 47-225 Kędzierzyn-Koźle (Poland)

autor

Demchuk Oleg M.

• Laboratory of Modern Chemical Synthesis and Technology of Pharmaceutically Active Compounds, Centre for Interdisciplinary Research, Faculty of Science and Health, The John Paul II Catholic University of Lublin, Konstantynów 1J/4.03, 20-708 Lublin (Poland)

autor

Kula Karolina

• Department of Organic Chemistry and Technology, Cracow University of Technology, Warszawska 24, 31-155 Cracow (Poland)
• Sustainable Process Integration Laboratory, Faculty of Mechanical Engineering, Brno University of Technology, Technická 2896/2, 616 69 Brno (Czech Republic)

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Uwagi

Opracowanie rekordu ze środków MEiN, umowa nr SONP/SP/546092/2022 w ramach programu "Społeczna odpowiedzialność nauki" - moduł: Popularyzacja nauki i promocja sportu (2022-2023).