Iron-Catalysed Carbene Transfer to Isocyanides as a Platform for Heterocycle Synthesis
| العنوان: | Iron-Catalysed Carbene Transfer to Isocyanides as a Platform for Heterocycle Synthesis |
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| المؤلفون: | Thomas R. Roose, H. Daniel Preschel, Helena Mayo Tejedor, Jasper C. Roozee, Trevor A. Hamlin, Bert U. W. Maes, Eelco Ruijter, Romano V. A. Orru |
| المساهمون: | AMIBM, RS: FSE AMIBM, Organic Chemistry, AIMMS, Theoretical Chemistry, Chemistry and Pharmaceutical Sciences |
| المصدر: | Chemistry: a European journal. Wiley-VCH Verlag Chemistry-A European Journal, 29(9):e202203074. Wiley-VCH Verlag Chemistry: a European journal Roose, T R, Preschel, H D, Mayo Tejedor, H, Roozee, J C, Hamlin, T A, Maes, B U W, Ruijter, E & Orru, R V A 2023, ' Iron-Catalysed Carbene Transfer to Isocyanides as a Platform for Heterocycle Synthesis ', Chemistry-A European Journal, vol. 29, no. 9, e202203074 . https://doi.org/10.1002/chem.202203074Test |
| سنة النشر: | 2023 |
| مصطلحات موضوعية: | isocyanide, Organic Chemistry, Carbene transfer, General Chemistry, Hieber anion, Catalysis, carbene transfer, Ketenimine, Chemistry, Isocyanide, ketenimine, Iron catalysis, SDG 6 - Clean Water and Sanitation, iron catalysis |
| الوصف: | An iron-catalysed carbene transfer reaction of diazo compounds to isocyanides has been developed. The resulting ketenimines are trapped in situ with various bisnucleophiles to access a range of densely functionalized heterocycles (pyrimidinones, dihydropyrazolones, 1H-tetrazoles) in a one-pot process. The electron-rich Hieber anion ([Fe(CO) 3NO] −) facilitates efficient catalytic carbene transfer from acceptor-type α-diazo carbonyl compounds to isocyanides, providing a cost-efficient and benign alternative to similar noble metal-catalysed processes. Based on DFT calculations a plausible reaction mechanism for activation of the α-diazo carbonyl carbene precursor and ketenimine formation is provided. |
| اللغة: | English |
| تدمد: | 0947-6539 |
| الوصول الحر: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::33d578828a51daa1250d910a7c4c6ef4Test https://doi.org/10.1002/chem.202203074Test |
| حقوق: | OPEN |
| رقم الانضمام: | edsair.doi.dedup.....33d578828a51daa1250d910a7c4c6ef4 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 09476539 |
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